Category: 126940-10-1

Synthetic Route of 126940-10-1, 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. 126940-10-1, name is 1-Fluoro-3-(methoxymethoxy)benzene, This compound has unique chemical properties. The synthetic route is as follows.

To a solution of compound 2 (25 g, 130.2mmol, 1 .Oeq) in dry THF (250ml_) and dry cyclohexane (40ml_) was added sec-BuLi (121.82ml_, 195.3mmol, 1.5eq) drop wise at -78 C under argon. The mixture was stirred for 2h at the same temperature, then compound 3 (62ml_, 520.3mmol, 4. Oeq) was added with sitrring for 10mins at the same temperature. TLC analysis indicated formation of a polar spot then the reaction mass was quenched with satd. NH4CI solution; the reaction mixture was dissolved in ether (2X500mL) and washed with brine (2 x 200mL) & water (2x200mL). The separated organic layer was dried over Na2S04 and concentrated under reduced pressure to give a crude product; which was purified by column chromatography (silica gel 100- 200mesh) using 1 % EtOAc petroleum ether as an eluent to give compound 4 ( 20g, 45.1 % ) as a pale yellow color liquid.

The chemical industry reduces the impact on the environment during synthesis 1-Fluoro-3-(methoxymethoxy)benzene. I believe this compound will play a more active role in future production and life.

Reference:
Patent; ONTARIO INSTITUTE FOR CANCER RESEARCH (OICR); AL-AWAR, Rima; ISAAC, Methvin; CHAU, Anh My; MAMAI, Ahmed; WATSON, Iain; PODA, Gennady; SUBRAMANIAN, Pandiaraju; WILSON, Brian; UEHLING, David; PRAKESCH, Michael; JOSEPH, Babu; MORIN, Justin-Alexander; (441 pag.)WO2019/153080; (2019); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

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. 126940-10-1, name is 1-Fluoro-3-(methoxymethoxy)benzene, This compound has unique chemical properties. The synthetic route is as follows., category: ethers-buliding-blocks

To a solution of n-BuLi (76.85 ml_, 192.122 mmol, 1 eq) in THF (300 ml_) was added TMEDA (29.89 ml_, 99.807 mmol, 1 .04 eq) cooled to – 78C and stirred for 1 h. 1 -Fluoro-3-(methoxymethoxy)benzene (30 g, 192.122 mmol, 1 eq) in THF (75 ml_) was added to the mixture dropwise under argon, then the reaction mass was stirred for 2 hr at -78C, followed by addition of trimethylborate at the same temperature then slowly warmed to rt and stirred for 16 h. Then the reaction mass was cooled to 0C, then 30% H202 (18 mL) solution was added slowly dropwise. The reaction mass was warmed to rt and stirred for 1 h. TLC analysis indicated formation of a polar spot. The reaction mixture was dissolved in EtOAc (300 mL) and washed with brine (2×50 mL) and water (2×50 mL). The separated organic layer was dried over Na2S04 and concentrated under reduced pressure to afford crude product; which was purified by column chromatography (silica gel, 100-200mesh) using 8% EtOAc in petroleum ether as an eluent to afford 2-fluoro-6-(methoxymethoxy)phenol (25 g, 75.55%) as a colorless oil.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 126940-10-1.

Reference:
Patent; ONTARIO INSTITUTE FOR CANCER RESEARCH (OICR); AL-AWAR, Rima; ISAAC, Methvin; CHAU, Anh My; MAMAI, Ahmed; WATSON, Iain; PODA, Gennady; SUBRAMANIAN, Pandiaraju; WILSON, Brian; UEHLING, David; (191 pag.)WO2019/119145; (2019); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

These common heterocyclic compound, 126940-10-1, name is 1-Fluoro-3-(methoxymethoxy)benzene, its 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. Safety of 1-Fluoro-3-(methoxymethoxy)benzene

To a solution of n-BuLi (76.85 ml, 192.122mmol, 1 eq) in THF (300ml) was added TMEDA (29.89 ml, 99.807 mmol, 1 .04 eq), the mixture was cooled to -78C and stirred for 1 h. Compound 2 (30g, 192.122 mmol, 1 eq) in THF (75ml) was added to it drop wise under argon, then reaction mass was stirred for 2hr at -78C, followed by addition of Trim ethyl borate at the same temperature. Then the mixture was slowly warmed to rt stirred for 16h. Then the reaction mass was cooled to 0C, then 30% H2O2 (18 ml) solution was added slowly drop wise. The reaction mass was warmed to rt and stirred at for 1 h. TLC analysis indicated formation of polar spot. The reaction mixture was dissolved in EtOAc (300ml) and washed with brine (2 x 50ml) & water (2x 50ml). The separated organic layer was dried over Na2S04 and concentrated under reduced pressure to give a crude product; which was purified by column chromatography (silica gel100-200mesh) using 8%petroleum ether as an eluent to give compound 3 ( 25g, 75.55% ) as a colorless oil.

The synthetic route of 1-Fluoro-3-(methoxymethoxy)benzene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ONTARIO INSTITUTE FOR CANCER RESEARCH (OICR); AL-AWAR, Rima; ISAAC, Methvin; CHAU, Anh My; MAMAI, Ahmed; WATSON, Iain; PODA, Gennady; SUBRAMANIAN, Pandiaraju; WILSON, Brian; UEHLING, David; PRAKESCH, Michael; JOSEPH, Babu; MORIN, Justin-Alexander; (441 pag.)WO2019/153080; (2019); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

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. 126940-10-1, name is 1-Fluoro-3-(methoxymethoxy)benzene, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C8H9FO2

A solution of 270 ML (430 MMol) n-butyllithium (1.6 M in hexanes) in 800 ML tetrahydrofuran was cooled to -78C. To this solution was added a solution of 60 gm (384 MMol) 1-(methoxymethoxy)-3-fluorobenzene in 100 ML tetrahydrofuran over 30 minutes.. The resulting mixture was stirred for 1 hour and was then rapidly quenched with 67.5 gm (423 MMol) bromine.. The reaction mixture was stirred for 30 minutes and was then partitioned by the addition of 500 ML methyltert-butyl ether and 300 ML saturated aqueous sodium thiosulfate.. The organic phase was dried over sodium sulfate and concentrated under reduced pressure.. The residual oil was distilled (kugelrorh, 70-100C, 0.1 torr) to provide 81.7 gm (91%) of the desired compound as a colorless oil.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 126940-10-1.

Reference:
Patent; ELI LILLY AND COMPANY; EP1204660; (2004); B1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

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. 126940-10-1, name is 1-Fluoro-3-(methoxymethoxy)benzene, This compound has unique chemical properties. The synthetic route is as follows., SDS of cas: 126940-10-1

To a solution of 1 -fluoro-3-(methoxymethoxy)benzene (25 g, 130.2 mmol, 1 .0 eq) in dry THF (250 mL) and dry cyclohexane (40 mL) was added sec-BuLi (121.82 mL, 195.3 mmol, 1.5 eq) dropwise at -78 C under argon, the resulting mixture stirred for 2 h at the same temperature, then 1 ,1 ,2- trichloro-1 ,2,2-trifluoroethane (62 ml_, 520.3 mmol, 4.0 eq) was added and the mixture stirred for 10 mins at the same temperature. TLC analysis indicated formation of a polar spot then the reaction mass was quenched with saturated NH4CI solution, and the reaction mixture was dissolved in ether (2×500 ml_) and washed with brine (2×200 ml_) and water (2×200 ml_). The separated organic layer was dried over Na2S04 and concentrated under reduced pressure to afford crude product which was purified by column chromatography (silica gel, 100-200 mesh) using 1 % EtOAc in petroleum ether as an eluent to afford 2- chloro-1 -fluoro-3-(methoxymethoxy)benzene (20 g, 45.1 %) as a pale yellow colored liquid.

According to the analysis of related databases, 126940-10-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ONTARIO INSTITUTE FOR CANCER RESEARCH (OICR); AL-AWAR, Rima; ISAAC, Methvin; CHAU, Anh My; MAMAI, Ahmed; WATSON, Iain; PODA, Gennady; SUBRAMANIAN, Pandiaraju; WILSON, Brian; UEHLING, David; (191 pag.)WO2019/119145; (2019); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Application of 126940-10-1, A common heterocyclic compound, 126940-10-1, name is 1-Fluoro-3-(methoxymethoxy)benzene, molecular formula is C8H9FO2, its 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.

General procedure: To a flame dried 100mL flask were added 1,3-disustituted benzene (3.0mmol), TMEDA (1.1equiv, 3.3mmol), DIPA (5%equiv, 0.16mmol), and THF (10.0mL). The solution was cooled to -78C for 10min and then n-BuLi (1.1equiv, 3.3mmol) was added dropwise. The mixture was kept at this temperature for 1h; DMF (1.5equiv, 4.5mmol) was added and the mixture was further stirred for another half an hour at -78C. The mixture was allowed to warm up to room temperature and quenched by the addition of saturated NH4Cl-H2O solution (5mL); extracted three times with ethyl acetate (10mL×3). The combined organic layers were dried over anhydrous MgSO4, filtered, and concentrated in vacuo. The regioselectivity of the crude product was ascertained by 19F NMR (for fluorinated products) or by GC/MS (for nonfluorinated ones) and then subjected to flash chromatography to obtain the desired products which were characterized by 1H NMR, 19F NMR, and 13C NMR spectral data and GC-MS analyses.

The synthetic route of 126940-10-1 has been constantly updated, and we look forward to future research findings.