3-Fluorobenzaldehyde → HCID 11345075, compound

Participants

Reaction Steps

To a solution of 3-fluorobenzaldehyde (10 g, 80 mmol) in tetrahydrofuran (370 ml) was added tert-butyl 2-(triphenylphosphoranylidene)acetate (27.6 g, 73.3 mmol) in 1 g portions over 30 minutes. Upon final addition, the mixture was heated to reflux for 10 minutes. The solvent was removed under reduced pressure. The white waxy residue was triturated with pentane (x2). The pentane extracts were combined and evaporated under reduced pressure. The residue was purified by filtration through a plug of silica gel using an eluent of diethyl ether:hexane (1:2) to afford the title compound as a colorless oil, 16.2 g.

Provenance & Evidence