Trimethylsilyl cyanide → 4-[(5-Cyano-7,8-dihydro-8,8-dimethylnaphth-3-yl)ethynyl]benzoic acid

Participants

Reaction Conditions

Reaction Steps

To 76 mg (0.24 mmol) of 4-[(5,6,7,8-tetrahydro-8,8-dimethyl-5-oxonaphth-3-yl)ethynyl]benzoic acid (Compound 8) was added 0.06 ml (0.48 mmol) of cyanotrimethylsilane and 6 drops of boron trifluoride etherate. The resulting dark mixture was heated at 80° C for 45 minutes, cooled to room temperature and purified by flash chromatography (silica, 50% EtOAc-hexane) to yield the title compound as a yellow solid.

Provenance & Evidence