Category: 134364-69-5

134364-69-5, name is 2,3-Difluoroanisole, belongs to ethers-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. SDS of cas: 134364-69-5

The arylation coupling reaction: the reaction bottle nitrogen protection, the room temperature by the addition of 32.2 g 3 – chloro -2 – fluoro anisole, 31.2 g acetyl ethyl acetate and 160 ml DMF, added after stirring […] 4 g copper acetate, heating to 50 C reaction 8 h. After the reaction into the 300 ml saturated ammonium chloride aqueous solution quenching reaction, adding 200 ml ethyl acetate extraction three times, the combined organic layer, after drying with anhydrous sodium sulfate concentrated to dry, to obtain 25.8 g intermediate VII, purity 99.3%, the weight yield of 80.2%.

The synthetic route of 134364-69-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Aoruite Pharmaceutical Co., Ltd.; Che Fengfeng; Jiang Tao; Wang Aimin; Xu Chenke; (9 pag.)CN109956906; (2019); A;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 134364-69-5, name is 2,3-Difluoroanisole, A new synthetic method of this compound is introduced below., category: ethers-buliding-blocks

Example 1; 2′-Chloro-2,5-difluoro-4-methoxybenzophenone Aluminum chloride (92.54 g, 694 mmol) was transferred to a bottle (in a glove bag under dry N2), then to the reaction flask. Dichloromethane (600 mL) was added via syringe and the suspension cooled to 0 C. (ice-H2O bath). 2-Chlorobenzoyl chloride (88.2 mL, 121.45 g, 694 mmol) was added via syringe at 0-5 C. over 13 min. The addition funnel was rinsed with 10 mL dichloromethane. The difluoroanisole (77.8 mL, 100.0 g, 694 mmol) was then added dropwise via syringe at 0-5 C. over 13 min. The resulting yellow solution was stirred at 0-5 C. for 3.5 h (until the bath warmed) then at 20-25 C. for 14 h.The solution is poured over 600 g ice in a 2 L round bottom flask. Dichloromethane (80 mL) was used to complete the transfer. The layers were separated and the aqueous layer was extracted with 80 mL dichloromethane. The combined organic layers were transferred to a 1 L flask (with paddle stirrer) for distillation under dry N2. The dichloromethane is then replaced by n-heptane. At a bath temperature of 55-65 C., the head temperature is 35-38 C. and the pot temperature climbs to as high as 52 C. The pot solution is cooled and n-heptane (400 mL) is added. The distillation is continued. At a bath temperature of 100 C., the head temperature climbs from 55 to 75 C. and pot temperature climbs to as high as 83 C. before stopping the distillation (collected 767 mL total distillate). The pot suspension is now two phases, colorless on top and yellow on bottom. The suspension is allowed to cool to 50 C. and stirred at 200 rpm for 1 h. The suspension is allowed to cool to 40 C. and stirred at 200 rpm for 1 h. The suspension is allowed to cool to 30 C. and stirred at 200 rpm for 1 h. The 30 C. suspension is then cooled to 0-5 C. and stirred for 30 min. The precipitate is suction filtered (600 ml coarse sintered glass funnel), washed with 100 mL n-heptane at 0 C., and air dried 17 h at 25 C. to afford 181.23 g (92.4%) of light yellow solid.Recrystallization from hexanes provides colorless crystals, m.p. 84-85 C.; 500 MHz 1H NMR (CDCl3) delta 7.56 (dd, J=6.5 Hz, J=11.5 Hz, 1H), 7.43-7.39 (m, 3H), 7.38-7.34 (m, 1H), 6.65 (dd, J=6.6 Hz, J=11.5 Hz, 1H), 3.94 (s, 3H); 125 MHz 13C NMR (CDCl3) delta 190.2, 159.2 (dd, J=2 Hz, J=253 Hz), 153.9, 148.7 (dd, J=3 Hz, J=244 Hz), 140.0, 131.7, 131.21, 131.19, 130.2, 129.08, 129.07, 127.1, 117.5 (dd, J=3 Hz, J=21 Hz), 101.7 (dd, J=2 Hz, 29 Hz), 56.9; IR (KBr) 3057, 2986, 2941, 1663, 1653, 1620, 1519, 1443, 1420, 1360 cm-1. Elem. Anal. Calcd for C14H9ClF2O2: C, 59.49; H, 3.21; Cl, 12.54; F, 13.44. Found: C, 59.49; H, 3.13.

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; Roche Colorado Corporation; US2009/203901; (2009); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

134364-69-5, name is 2,3-Difluoroanisole, belongs to ethers-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. category: ethers-buliding-blocks

The arylation coupling reaction: the reaction bottle nitrogen protection, the room temperature by the addition of 32.2 g 3 – chloro -2 – fluoro anisole, 31.2 g acetyl ethyl acetate and 160 ml DMF, added after stirring […] 4 g copper acetate, heating to 50 C reaction 8 h. After the reaction into the 300 ml saturated ammonium chloride aqueous solution quenching reaction, adding 200 ml ethyl acetate extraction three times, the combined organic layer, after drying with anhydrous sodium sulfate concentrated to dry, to obtain 25.8 g intermediate VII, purity 99.3%, the weight yield of 80.2%.

The synthetic route of 134364-69-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Aoruite Pharmaceutical Co., Ltd.; Che Fengfeng; Jiang Tao; Wang Aimin; Xu Chenke; (9 pag.)CN109956906; (2019); A;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 134364-69-5, name is 2,3-Difluoroanisole, A new synthetic method of this compound is introduced below., Recommanded Product: 2,3-Difluoroanisole

Example 1; 2′-Chloro-2,5-difluoro-4-methoxybenzophenone Aluminum chloride (92.54 g, 694 mmol) was transferred to a bottle (in a glove bag under dry N2), then to the reaction flask. Dichloromethane (600 mL) was added via syringe and the suspension cooled to 0 C. (ice-H2O bath). 2-Chlorobenzoyl chloride (88.2 mL, 121.45 g, 694 mmol) was added via syringe at 0-5 C. over 13 min. The addition funnel was rinsed with 10 mL dichloromethane. The difluoroanisole (77.8 mL, 100.0 g, 694 mmol) was then added dropwise via syringe at 0-5 C. over 13 min. The resulting yellow solution was stirred at 0-5 C. for 3.5 h (until the bath warmed) then at 20-25 C. for 14 h.The solution is poured over 600 g ice in a 2 L round bottom flask. Dichloromethane (80 mL) was used to complete the transfer. The layers were separated and the aqueous layer was extracted with 80 mL dichloromethane. The combined organic layers were transferred to a 1 L flask (with paddle stirrer) for distillation under dry N2. The dichloromethane is then replaced by n-heptane. At a bath temperature of 55-65 C., the head temperature is 35-38 C. and the pot temperature climbs to as high as 52 C. The pot solution is cooled and n-heptane (400 mL) is added. The distillation is continued. At a bath temperature of 100 C., the head temperature climbs from 55 to 75 C. and pot temperature climbs to as high as 83 C. before stopping the distillation (collected 767 mL total distillate). The pot suspension is now two phases, colorless on top and yellow on bottom. The suspension is allowed to cool to 50 C. and stirred at 200 rpm for 1 h. The suspension is allowed to cool to 40 C. and stirred at 200 rpm for 1 h. The suspension is allowed to cool to 30 C. and stirred at 200 rpm for 1 h. The 30 C. suspension is then cooled to 0-5 C. and stirred for 30 min. The precipitate is suction filtered (600 ml coarse sintered glass funnel), washed with 100 mL n-heptane at 0 C., and air dried 17 h at 25 C. to afford 181.23 g (92.4%) of light yellow solid.Recrystallization from hexanes provides colorless crystals, m.p. 84-85 C.; 500 MHz 1H NMR (CDCl3) delta 7.56 (dd, J=6.5 Hz, J=11.5 Hz, 1H), 7.43-7.39 (m, 3H), 7.38-7.34 (m, 1H), 6.65 (dd, J=6.6 Hz, J=11.5 Hz, 1H), 3.94 (s, 3H); 125 MHz 13C NMR (CDCl3) delta 190.2, 159.2 (dd, J=2 Hz, J=253 Hz), 153.9, 148.7 (dd, J=3 Hz, J=244 Hz), 140.0, 131.7, 131.21, 131.19, 130.2, 129.08, 129.07, 127.1, 117.5 (dd, J=3 Hz, J=21 Hz), 101.7 (dd, J=2 Hz, 29 Hz), 56.9; IR (KBr) 3057, 2986, 2941, 1663, 1653, 1620, 1519, 1443, 1420, 1360 cm-1. Elem. Anal. Calcd for C14H9ClF2O2: C, 59.49; H, 3.21; Cl, 12.54; F, 13.44. Found: C, 59.49; H, 3.13.

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; Roche Colorado Corporation; US2009/203901; (2009); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 134364-69-5, name is 2,3-Difluoroanisole belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. category: ethers-buliding-blocks

Step 2) 2.Og 3-Isobutoxy-4,5,6,6a-tetrahydro-3aH-pentalen-l -one was dissolved in 40 ml DCM. 2.47g Br2 was added drop wise and the mixture was stirred at rt for 20 min. The reaction mixture was cooled to O0C and 3.12 g TEA was slowly added. The cooling bath was removed and the mixture was stirred at rt for 1 h. Filtration and concentration gave a crude product which was purified on silica using 2% MeOH in DCM to produce 2.26 g l-Bromo-2,3-difluoro-4-methoxy-benzene.

The synthetic route of 134364-69-5 has been constantly updated, and we look forward to future research findings.

Electric Literature of 134364-69-5,Some common heterocyclic compound, 134364-69-5, name is 2,3-Difluoroanisole, molecular formula is C7H6F2O, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

In a 1 L four-necked flask purged with nitrogen, 102 gOf 1, 2-difluoro-3-methoxybenzene was dissolved in 300 ml of THF and cooled to -78 C. To this was added 326 ml of a 2.4 M solution of butyllithium in hexane over 1 hour. After 1 hour, a solution of 133 g of trimethyl borate dissolved in 130 ml of THF was added dropwise over 1 hour. After 1 hour, the temperature of the system was brought to -30 C., 160 ml of 36% hydrochloric acid was added and the mixture was stirred for 2 hours. To the system, 500 ml of ethyl acetate and 200 ml of water were added and stirred, and the organic layer was separated. The mixture was further extracted with 200 ml of ethyl acetate and combined with the above organic layer, which was washed with 100 ml of saturated brine. After drying the solution with magnesium sulfate, the solvent was distilled off to obtain 133 g of the desired product as a white solid. Yield 100%.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2,3-Difluoroanisole, its application will become more common.

Reference:
Patent; DIC CORPORATION; KUSUMOTO, TETSUO; AOKI, YOSHIO; (47 pag.)JP6136589; (2017); B2;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

134364-69-5, Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 134364-69-5, name is 2,3-Difluoroanisole, This compound has unique chemical properties. The synthetic route is as follows.

To a mixture of l,2-difluoro-3-methoxybenzene (3.0 g, 21 mmol) in anhydrous tetrahydrofuran (40 mL) at -70 C under nitrogen was added dropwise tert-butyllithium (19 mL, 25 mmol, 1.3 M in n-pentane). The mixture was stirred at this temperature for 30 minutes, then NN- dimethylformamide (6.1 g, 83 mmol) was added dropwise at -70 C. The reaction was stirred at – 70 C for another 2 hours. On completion, the mixture was poured into water and extracted with ethyl acetate. The organic layer was dried over anhydrous sodium sulfate and concentrated in vacuo to give compound B-168 (4.0 g, crude) as a yellow solid. LCMS (B): tR=0.661 min., (ES+) m/z (M+H)+ =173.1.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; FORUM PHARMACEUTICALS, INC.; ACHARYA, Raksha; BURNETT, Duane, A.; BURSAVICH, Matthew, Gregory; COOK, Andrew, Simon; HARRISON, Bryce, Alden; KOENIG, Gerhard; MCRINER, Andrew, J.; (400 pag.)WO2016/100184; (2016); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

134364-69-5, The chemical industry reduces the impact on the environment during synthesis 134364-69-5, name is 2,3-Difluoroanisole, I believe this compound will play a more active role in future production and life.

The first step: 1000mL four-neck flask, equipped with a thermometer and a condenser tube, under nitrogen protection, put in 2,3-difluoroanisole 57.6g (0.4mol) and 440mL of tetrahydrofuran, start stirring, and lower the temperature to -85 At -75 C, 192 mL (0.48 mol) of n-butyl lithium in hexane solution (2.5 mol / L) was slowly added dropwise. After the addition was completed, the temperature was controlled and stirred for 2.0 hours. After the heat preservation is completed, the temperature is controlled from -85 C to -75 C, and 62.3g (0.6mol) of trimethyl borate is added dropwise. Sample delivery liquid phase detection of 2,3-difluoroanisole raw material residue <0.5%.After the reaction is completed, dehydrolyze tetrahydrofuran under negative pressure until the temperature of the reaction flask reaches 50 C without flow, stop the desolvation, cool to 20-25 C, add 520mL of pure water, control temperature 20-25 C and drop 133.3g (1.0 mol), the dropwise addition was completed and kept stirring for 1.0 hour. 172.8g toluene was added for extraction, the toluene phase was stored separately for use, and the aqueous phase was directly oxidized without further purification. Recover 430.5g of desolvent, send sample to detect water 0.02%, tetrahydrofuran: n-hexane mass ratio is about 4: 1, methanol content is 1.5%, need to remove methanol to apply. The chemical industry reduces the impact on the environment during synthesis 2,3-Difluoroanisole. I believe this compound will play a more active role in future production and life. Reference:
Patent; Bengbu Zhong Shi Chemical Co., Ltd.; Xu Jianxiao; Liu Hongqiang; Zhao Shimin; Wei Jiayu; Wang Songsong; Zhu Keming; (7 pag.)CN110922306; (2020); A;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

134364-69-5, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 134364-69-5, name is 2,3-Difluoroanisole belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

In 0 C next, the anhydrous aluminum chloride (1.82g, 13mmol) is added to 5-bromo-2-chlorobenzene formyl chloride 12b (3.4g, 13 . 4mmol, see example 12 step 1) and 1,2-difluoro-3-methoxybenzene 14b (2.4g, 16 . 7mmol) in dichloromethane (40 ml) in a mixed solution, in 0 C reaction under 16 hours. Maintain 0 C using hydrochloric acid solution (4 ml, 8mmol, 2M) quenching the reaction, the resulting mixture of natural temperature raising to room temperature, with methylene chloride (40 ml ¡Á 4) extraction, combined with the phase. The organic phase is dried with anhydrous sodium sulfate, filtered, filtrate concentrated to obtain title compound 14c crude product of (5.4g, yellow liquid), yield: 96.4%. The crude product is directly used for the next step synthesis.

The synthetic route of 2,3-Difluoroanisole has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Guangdong East Sunshine Pharmaceutical Co., Ltd; Gu, Zheng; Wen, Jiaping; Tang, Wanjun; Wang, Weihua; Deng, Bingchu; Wu, Wuyong; Qu, Tong; (100 pag.)CN105461762; (2016); A;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem