Extracurricular laboratory: Synthetic route of 2186-92-7

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 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