Ethyl bromoacetate → Ethyl 2-[(3,5-dichlorophenyl)thio]acetate

Participants

Reaction Conditions

Reaction Steps

To a solution of 3,5-dichloro-thiophenol (0.50 g, 2.71 mmol) in dichloromethane (8 ml) at 0° C. were added triethylamine (0.49 ml, 3.55 mmol) and a solution of ethyl bromoacetate (0.33 ml, 2.93 mmol) in dichloromethane (2 ml). The resulting solution was stirred at 0° C. for 20 min and then at room temperature for 1 hour. The reaction mixture was then washed sequentially with water and with 1 N aq hydrochloric acid. The organic phase was dried over sodium sulphate, filtered and concentrated in vacuo to yield a light yellow oil (0.72 g, 100%); 1H NMR (300 MHz, CDCl3): 7.26 (2H, d), 7.20 (1H, t), 4.21 (2H, q), 3.65 (2H, s), 1.26 (3H, t).

Provenance & Evidence