Ethylene Glycol → HCID 23286119, compound

Participants

Reaction Steps

Methyl 2-(5-acetyl-2-benzyloxyphenyl)acetate (9.0 g), methyl orthoformate (18 ml) and ethylene glycol (18 ml) were dissolved in dichloromethane (300 ml), and p-toluenesulfonic acid monohydrate (60 mg) was added to the solution, then the resulting mixture was heated under reflux for 12 hours. After cooling, triethylamine (0.14 ml) was added to the reaction mixture, and the resulting mixture was stirred for 15 minutes. Rough purification by flash column chromatography on silica gel (eluent: dichloromethane) and sequential purification by medium pressure liquid column chromatography on silica gel (eluent: hexane/diethyl ether=3/2) of the reaction mixture gave methyl 2-[2-benzyloxy-5-(2-methyl-1,3-dioxolan-2-yl)phenyl]acetate (9.2 g) as an oil.

Provenance & Evidence