Aluminium lithium hydride → HCID 69475784, compound

Participants

Reaction Conditions

Reaction Steps

To an ice cooled slurry of LiAlH4 (4.0 g) in dry ether (400 ml) was added ethyl 3-([1,1′-biphenyl]-but-2-enoate (3e, 11 g) in dry ether (200 ml) dropwise. The mixture was stirred at 0° C. for 2 h. The reaction mixture was quenched with water (10 ml). A solution of 10% NaOH (5 ml) was added, stirred and then ether layer was decanted. The precipitate was washed with ether and combined ether extracts were concentrated. The crude product was purified by chromatography on silica gel to give 7.2 g (77.4% yield) of 3-([1,1′-biphenyl]-4yl)-2-butenol (4e formula 4, R=Ph), m.p. 112-114° C.

Provenance & Evidence