Potassium Carbonate → 4-(2-Benzyloxyphenyl)-3-buten-1-ol

Participants

Reaction Steps

2-Benzyloxybenzaldehyde (8 g; 37 mmole), (3-hydroxypropyl)triphenylphosponium bromide (19.5 g; 47 mmole) and potassium carbonate (6.6 g; 48 mmole) were mixed in isopropanol. The reaction mixture was refluxed over night then filtered and the filtrate was evaporated. Chromatography using ethyl acetate:dichloromethane (up to 5%) as eluant gave 8.4 g (87.6%) of 4-(2-benzyloxyphenyl)-3-buten-1-ol. Both cis and trans 4-(2-benzyloxyphenyl)-3-buten-1-ol were formed according to NMR.

Provenance & Evidence