Boron Trichloride → HCID 57999459, compound

Participants

Reaction Conditions

Reaction Steps

Compound 39.3 (1 equiv.) and n-Bu4NI (3 equiv.) were stirred in dry CH2Cl2 at −78° C. under nitrogen. A solution of BCl3 (3.2 mL, using 1M solution in CH2Cl2) was added over 2 min period. After 5 min, the solution was warmed to 0° C. and stirring was continued for 2 h. The reaction was quenched with ice-water, the resulting mixture was stirred for 30 min, and partially concentrated to remove CH2Cl2. Water was added and the mixture was extracted with diethyl ether. The combined organic layer was washed with saturated aqueous NaCl solution, dried over MgSO4, and evaporated. Purification by flash column chromatography on silica gel (18% acetone in hexane) gave the product 40.3 in 68% yield (270 mg).

Provenance & Evidence