Triethylamine → HCID 131726747, compound

Participants

Reaction Conditions

Reaction Steps

In 40 mL of THF are dissolved 4.38 g (20.0 mmol) of 2,2,2-Trifluoro-1-(4-methoxyphenyl)-ethanone oxime and the solution is cooled in an ice-bath. To the solution are added successively 2-chloroethanesulfonyl chloride (2.3 mL, 22.0 mmol) and triethylamine (6.4 mL, 46.0 mmol), and the reaction solution is stirred at 0° C. for 1 h. Then, p-toluenesulfinic acid sodium salt (3.56 g, 20.0 mmol) in dimethylformamide (DMF) (80 mL) is added and the reaction solution is stirred at room temperature for 0.5 h. After the reaction mixture is poured into water, the crude product is extracted with ethyl acetate twice, washed with water, dried over MgSO4 and concentrated. The residue is purified by recrystallization from ethanol/toluene to afford the product as white solid. The structure is confirmed by the 1H-NMR spectrum (CDCl3). δ [ppm]: 2.49 (s, 3H), 3.53 (t, 2H), 3.77 (t, 2H), 3.88 (s, 3H), 7.00 (d, 2H), 7.42 (d, 2H), 7.50 (d, 2H), 7.80 (d, 2H). mp. 157-158° C.

Provenance & Evidence