2-Methoxybenzaldehyde → HCID 54561133, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 5-chloro-2-hydroxy-2'-methoxybenzophenone [prepared from 2-bromo-4-chloro-(2-methoxyethoxy)methoxybenzene and orthoanisaldehyde as the starting materials: melting point, 94°-98° C. (recrystallized from isopropyl ether)](11.8 g), diethyl malonate (13.6 g) and potassium fluoride (2.61 g) was heated at 180° C. for 8.5 hours. After cooling, ethyl acetate was added to the mixture, washed with water, dried and evaporated. The residue was subjected to silica gel column chromatography (ethyl acetate:hexane: 1:10) to yield 6-chloro-4-(2-methoxyphenyl)-2-oxo-2H-1-benzopyran-3-carboxylic acid ethyl ester as colorless crystals (7.78 g).

Provenance & Evidence