Boron Trichloride → HCID 22349441, compound

Participants

Reaction Conditions

Reaction Steps

A solution of 4-[5-(4-Methoxy-phenoxy)-indazol-2-yl]-benzonitrile (0.075 grams, 0.22 mmol) in 1.6 mL of methylene chloride was treated with tetrabutylammonium iodide (0.13 grams, 0.36 mmol). After cooling to −78° C., the mixture was treated dropwise with a solution of BCl3 in methylene chloride (0.81 mL, 1 M, 0.81 mmol). After stirring for 20 minutes, the mixture was slowly warmed to room temperature and was stirred for 1 hour. The mixture was cautiously neutralized with saturated aqueous sodium bicarbonate, and the aqueous layer was extracted 3 times with ethyl acetate. The combined organic layers were dried over sodium sulfate, filtered and concentrated in vacuo, affording 0.070 grams of 4-[5-(4-Hydroxy-phenoxy)-indazol-2-yl]-benzonitrile as a colorless solid. MS: 328.4 [M+H]+; 326.4 [M−H]−

Provenance & Evidence