4-Toluenesulfonyl chloride → HCID 86669924, compound

Participants

Reaction Steps

To 6-bromo-3,4-dihydronaphthalen-1(2H)-one oxime (2.5 g, 10.41 mmol) in pyridine (5 mL) was added p-toluenesulfonyl chloride (2.184 g, 11.45 mmol) in one lot at room temperature. The reaction mixture was stirred at room temperature for 20 h. Ice cubes (˜10 g) were added to the flask and the contents stirred at room temperature for 30 min. The solid that separated out was filtered and washed with water (3×20 mL), dried over sodium sulfate and concentrated to yield 6-bromo-3,4-dihydronaphthalen-1(2H)-one O-tosyl oxime (3.92 g, 9.94 mmol, 95% yield) as light pink solid. The solid was azeotroped once with toluene (10 mL) and used for the subsequent reaction. MS M+1=395.

Provenance & Evidence