Triphenylphosphine → HCID 22664454, compound

Participants

Reaction Steps

To a stirred mixture of 10-bromo-5H-dibenzo[a,d]cycloheptene (9.70 g, 0.036 mol) (J. Med. Chem. 1995 38(4), 708-714), palladium(11)chloride bistriphenylphosphine (1.25 g, 0.018 mol), triphenyl phosphine (0.942 g, 0.0036 mol), copper(11)acetate hydrate (0.327 g, 0.002 mol) in 20 ml of diisopropyl amine was added (trimethylsilyl)acetylene (3.88 g, 0.040 mol) and refluxed for an hour. The resulting mixture was concentrated, diluted with hexane (25 ml) and filtered through a pad of silica gel. The filtrate was concentrated to yield 5.57 g of 10-(trimethylsilyl)ethynyl-5H-dibenzo[a,d]cycloheptene.

Provenance & Evidence