Category: 2186-92-7

Reference of 2186-92-7, A common heterocyclic compound, 2186-92-7, name is P-anisaldehyde dimethyl acetal, molecular formula is C10H14O3, 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: Under an atmosphere of argon, to a mixture of benzaldehyde (0.213 g, 2.0 mmol) and Al-MCM-41 (60 mg, dried prior to use at 120C for 1 h under vacuum) in acetonitrile (3.0 mL), 1-phenyl-1-trimethylsiloxyethene (0.462 g, 2.4 mmol) in acetonitrile (3.0 mL) was added through a syringe at 0C. The reaction mixture wasstirred at 0C for 15 min. The catalyst was removed by filtration and washed with Et2O (40 mL). After the filtrate was concentrated under reduced pressure, crude product was purified by silica-gel column chromatography (hexane/Et2O 20:1) to give 1,3-diphenyl-3-trimethylsiloxypropan-1-one as a colorless oil (0.591 g, 99%). The recovered catalyst was dried at 70C for 15 min. The catalyst (47 mg) was then dried at 120C for 1 h under vacuum and used in a second run.

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:
Article; Ito, Suguru; Tanuma, Kenji; Matsuda, Kohei; Hayashi, Akira; Komai, Hirotomo; Kubota, Yoshihiro; Asami, Masatoshi; Tetrahedron; vol. 70; 45; (2014); p. 8498 – 8504;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Synthetic Route of 2186-92-7, 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. 2186-92-7, name is P-anisaldehyde dimethyl acetal belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

2) Synthesis of [6-Methoxy-3,4,5-Tris(4-Methoxy-Benzyloxy)Tetrahydropyran-2-yl]Methanol of Formula (V)a) Step 1: Synthesis of 6-methoxy-2-(4-methoxyphenyl)-hexahydropyrano[3,2-D][1,3]dioxine-7,8-diol of formula (VII)The synthesis begins with the protection of the primary alcohol (VIII) (3,4,5-trihydroxy-6-methoxytetrahydro-pyran-2-ylmethanol) in the form of an acetal (VII) (6-methoxy-2-(4-methoxyphenyl)hexahydropyrano[3,2-D]-[1,3]dioxine-7,8-diol) through the action of p-anisaldehyde dimethyl acetal (III) in the presence of camphorsulfonic acid in DMF (dimethylformamide).The reaction is carried out at ambient temperature under an industrial vacuum (pressure=40 mbar) (evaporation of the methanol form) for 2 hours, so that a significant advancement in the formation of the desired product is observed, such that only traces of the starting product remain.After an aqueous treatment in a basic medium, the traces of starting product are eliminated by washing with cyclohexane; this makes it possible to isolate the compound (VII) in the form of a white solid with yields of between 60% and 80%

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, P-anisaldehyde dimethyl acetal, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Vachy, Robert; US2011/136748; (2011); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Reference of 2186-92-7, 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. 2186-92-7, name is P-anisaldehyde dimethyl acetal belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: To a stirred benzaldehyde dimethyl acetal 1a solution of (15 mmol) was added a freshly prepared MgI2 etherate (1.5 mmol, 1.0M in Et2O/PhMe) at room temperature, followed by addition of trimethylsilyl cyanide (18 mmol). The resulting reaction mixture was stirred at room temperature for 3.0 h. chromatographic purification of the crude producton silica gel gave the 2-phenyl-2-methoxyacetonitrile 2a in 95% yield.

The synthetic route of P-anisaldehyde dimethyl acetal has been constantly updated, and we look forward to future research findings.

Reference:
Article; Li, Hua; Pan, Haokun; Meng, Xiangwei; Zhang, Xingxian; Synthetic Communications; vol. 50; 5; (2020); p. 684 – 691;,
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. 2186-92-7, name is P-anisaldehyde dimethyl acetal, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 2186-92-7

Phenyl 4,6-O-anisylidene-2,3-di-O-p-methoxybenzyl-1-thio-beta-D-glucopyranoside (3). To the solutionof 2 (20.0 g, 73.5 mmol) in the mixed solvent (CH3CN-DMF 735 mL:200 mL) were addedp-anisaldehyde dimethyl acetal (25.0 mL, 147 mmol) and (±)-camphor-10-sulfonic acid (CSA)(680 mg, 2.94 mmol) at 0 C. After stirring for 2.5 h at room temperature as the reaction wasmonitored by TLC (10:1 CHCl3-MeOH), the reaction was quenched by the addition of triethylamine.The reaction mixture was concentrated and diluted with EtOAc, of which solution was then added toseparatory funnel. After addition of distilled water to the solution, the desired 4,6-O-anisylidenatedproduct was appeared as a pure crystalline material (26.0 g, 91%), the physical data of which wasidentical to those reported in the literature [31]. To a solution of the 4,6-O-anisylidenated productobtained (2.00 g, 5.13 mmol) in DMF (25.7 mL) was added sodium hydride (492 mg, 20.5 mmol) at 0 C.After stirring for 1 h at 0 C, p-methoxybenzyl chloride (2.8 mL, 20.5 mmol) was added to themixture. After stirring for 17 h at rt as the reaction was monitored by TLC (1:2.5 EtOAc-n-hexane),the reaction was quenched by MeOH at 0 C. Dilution of the mixture with EtOAc provided a solution,which was then washed with H2O, satd aq NaHCO3 and brine. The organic layer was subsequentlydried over Na2SO4 and concentrated. The resulting residue was purified by silica gel columnchromatography (1:3 EtOAc-n-hexane) to give 3 (2.94 g, 91%). [alpha]D +3.3 (c 0.3, CHCl3); 1H-NMR(500 MHz, CDCl3) delta 7.54-6.82 (m, 17H, 4Ar), 5.54 (s, 1H, ArCH), 4.85 (d, 1H, Jgem = 10.9 Hz,ArCH2), 4.78-4.70 (m, 4H, ArCH2, H-1), 4.35 (dd, 1H, J5,6 = 5.2 Hz, Jgem = 10.3 Hz, H-6), 3.81-3.76(m, 11H, 3OCH3, H-3, H-6′), 3.66 (t, 1H, J3,4 = J4,5 = 9.5 Hz, H-4), 3.45 (m, 2H, H-2, H-5); 13C-NMR(125 MHz, CDCl3) delta 160.0, 159.4, 159.3, 133.1, 132.2, 130.5, 130.2, 129.9, 129.8, 129.0, 127.8,127.3, 113.8, 113.6, 101.1, 88.3, 82.7, 81.4, 80.1, 75.5, 74.9, 70.2, 68.6, 55.3, 55.2. HRMS (ESI) m/z:found [M+Na]+ 653.2180, C36H38O8S calcd for [M+Na]+ 653.2180.

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 2186-92-7.

Reference:
Article; Konishi, Miku; Imamura, Akihiro; Fujikawa, Kohki; Ando, Hiromune; Ishida, Hideharu; Kiso, Makoto; Molecules; vol. 18; 12; (2013); p. 15153 – 15181;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Synthetic Route of 2186-92-7,Some common heterocyclic compound, 2186-92-7, name is P-anisaldehyde dimethyl acetal, molecular formula is C10H14O3, 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: Under an atmosphere of argon, to a mixture of benzaldehyde dimethyl acetal (0.152 g, 1.0 mmol) and Al-MCM-41 (30 mg, Si/Al=48, dried prior to use at 120 C for 1 h under vacuum) in dichloromethane (1.5 mL), allyltrimethylsilane (0.172 g, 1.5 mmol) in dichloromethane (0.5 mL) was added through a syringe at 30 C. The reaction mixture was stirred at 30 C for 45 min. The catalyst was removed by filtration and washed with dichloromethane (40 mL). After the filtrate was concentrated under reduced pressure, almost pure homoallyl methyl ether was obtained. Further purification by silica-gel column chromatography (hexane to hexane/Et2O=10:1) afforded 4-methoxy-4-phenylbut-1-ene[27] and 27(a) as a colorless oil (0.151 g, 93%).

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

Reference:
Article; Ito, Suguru; Hayashi, Akira; Komai, Hirotomo; Yamaguchi, Hitoshi; Kubota, Yoshihiro; Asami, Masatoshi; Tetrahedron; vol. 67; 11; (2011); p. 2081 – 2089;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Adding a certain compound to certain chemical reactions, such as: 2186-92-7, name is P-anisaldehyde dimethyl acetal, belongs to ethers-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 2186-92-7, HPLC of Formula: C10H14O3

7-Anisaldehyde dimethylacetal (50 mL, 294 mmol, 1.14 equiv) was added to a suspension of a mixture of methyl a-D-glucopyranoside (50 g, 257 mmol) and D- camphorsulfonic acid (1.79 g, 7.72 mmol, 0.03 equiv) in DMF (250 mL). The reaction mixture was stirred at 60 C for 21 h. After cooling to rt, the solution was concentrated under reduced pressure. A saturated sodium bicarbonate aqueous solution (500 mL) was added to the residue and the resulting mixture was stirred for 1 h. The precipitate was filtered and washed with cold aqueous saturated sodium bicarbonate solution (500 mL) to provide methyl 4,6-O-(4-methoxy)benzylidene-a-D-galactopyranoside (78.5 g, 98%) as a colorless solid, mp: 192-194 C; 1H NMR (CD3OD, 600 MHz) delta = 7.40 (d, 2H, J = 8.4 Hz, CH of Ar), 6.88 (d, 2H, J = 8.4 Hz, CH of Ar), 5.51 (s, IH, ArCH), 4.71 (d, IH, J = 3.8 Hz, H- l), 4.18 (dd, IH, J = 8.1 Hz, 3.3 Hz, H-6?), 3.81-3.78 (m, IH, H-4), 3.78 (s, 3H, OCH3 of An), 3.74-3.68 (m, 2H, H-3, H-6P), 3.50 (dd, IH, J = 9.3 Hz, 3.8 Hz, H-2), 3.43-3.40 (m, IH, H-5), 3.42 (s, 3H, OCH3); 13C NMR (CD3OD, 125 MHz) delta = 161.6, 131.5, 128.8, 114.3, 103.0, 102.0, 82.9, 74.1, 72.0, 70.0, 63.9, 55.8, 55.7; HRMS (ESI) Calcd for Ci5H2107 [M+H]+: 313.1287

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.

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. 2186-92-7, name is P-anisaldehyde dimethyl acetal, A new synthetic method of this compound is introduced below., Quality Control of P-anisaldehyde dimethyl acetal

Step a); Methyl 4,6-0-(4-methoxybenzylidene)-alpha-D-glucopyranoside(4); A solution of methyl alpha-D-glucopyranoside (10 g, 51.5 mmol) in dimethylformamide (DMF, 50 ml) was added with a catalytic amount of camphorsulfonic acid (CSA) and anysaldehyde dimethylacetal (ADMA, 10 ml, 51.5 mmol) and the mixture was kept under magnetic stirring and low vacuum to remove the methanol formed during the condensation reaction. After 40 min the solvent was evaporated off. The residue was added with a NaHCO3 saturated solution and the resulting diphasic mixture was kept under vigorous stirring for one hour. The resulting precipitate was filtered and washed with an ice-cold bicarbonate solution (100 ml). The residue was triturated in hexane to afford compound 4 as a white solid (15 g, 94%). 4: Rf = 0,31 (EtOAc/MeOH/H2O 7:2:1).

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.