Sodium hydride → HCID 23371323, compound

Participants

Reaction Steps

A solution of 3.0 g (10 mmol) of dimethyl (E)-2-(1-methoxy-2-methoxycarbonylethenyl)benzylphosphonate and 2.1 g (10 mmol) of 4-benzyloxybenzaldehyde in 50 ml of dimethylformamide is added dropwise at room temperature to 0.26 g (11 mmol) of NaH in 20 ml of dimethylformamide. The mixture is stirred for 3 h, and then NH4Cl solution is added. After extraction with ethyl acetate, the organic phase is washed with water, dried over Na2SO4 and concentrated. Recrystallization from diisopropyl ether/n-hexane results in 1.9 g (48%) of pale yellow crystals of methyl 2-[2-(4-benzyloxyphenyl)-(E)-ethenyl]-(E)-β-methoxycinnamate of melting point 118°-120° C.

Provenance & Evidence