Hydrochloric Acid → HCID 86669938, compound

Participants

Reaction Steps

To a solution of 3-(4-propylphenyl)-4,5-dihydronaphtho[1,2-c]isoxazole-7-carbaldehyde (Preparation 11C, 250 mg, 0.78 mmol) in dichloromethane (4 mL) at 0° C. was added trimethylsilyl cyanide (0.13 mL, 0.94 mmol) and titanium(IV) isopropoxide (0.46 mL, 1.6 mmol). The reaction mixture was stirred for 1 h before 1 N HCl (aq) was added along with additional dichloromethane. The organic layer was dried (over magnesium sulfate), filtered, and concentrated to give crude 2-hydroxy-2-(3-(4-propylphenyl)-4,5-dihydronaphtho[1,2-c]isoxazol-7-yl)acetonitrile (Preparation 127A, 265 mg, 0.77 mmol, 98% yield): LC/MS M+1=345.1.

Provenance & Evidence