Sodium hydride → HCID 67543258, compound

Participants

Reaction Steps

A solution of 4-tert-butyl 1-ethyl 2-(diethoxyphosphoryl)succinate (28.60 g) in tetrahydrofuran (70 ml) was added dropwise to a suspension of 60% oily sodium hydride (3.39 g) in tetrahydrofuran (100 ml) under ice-cooling during 20 minutes, the mixture was stirred at the same temperature for an hour. Next, a solution of 3-fluorobenzaldehyde (10.00 g) in tetrahydrofuran (30 ml) was added thereto and the mixture was stirred at room temperature for 3 hours. Ice-water was added to the reaction mixture under ice-cooling and it was extracted with ethyl acetate. The organic layer was washed with water and saturated brine successively, dried over sodium sulfate and concentrated in vacuo to give 4-tert-butyl 1-ethyl(2E)-2-(3-fluorobenzylidene)succinate (27.7 g) as a crude yellow oil.

Provenance & Evidence