(Triphenylphosphoranylidene)acetaldehyde → HCID 14358692, compound

Participants

Reaction Steps

Indole 2-carboxaldehyde (6.72 g, 46.3 mmol) was dissolved in dry toluene (450 ml) and treated with (formylmethylene)triphenylphosphorane (21.3 g, 70 mmol). The reaction mixture was treated under reflux for 4 h, allowed to cool and chromatographed over silica gel using toluene (2×500 ml) and then hexane/EtOAc (3:1) (2×500 ml) as the eluent. Evaporation of the solvent and recrystallization of the residue from toluene yielded 4.96 g (62.6%) of the title compound, m.p.=203-204° C.

Provenance & Evidence