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ChemicalBook CAS DataBase List 3-(4-BroMophenylthio)propionic acid, 98%
13735-04-1

3-(4-BroMophenylthio)propionic acid, 98% synthesis

6synthesis methods
-

Yield:13735-04-1 99%

Reaction Conditions:

with sodium hydroxide;sodium carbonate in water;

Steps:

8.1 1)

1) 3-(4-Bromophenylthio)propionic acid Sodium carbonate (18.50 g, 175 mmol) was added to a mixture of water (100 ml) and 3-bromopropionic acid (48.50 g, 317mmol) in small portions at room temperature with stirring. The mixture was further stirred for 30 minutes and then 4-bromobenzenethiol (50.00 g, 264 mmol) and aqueous sodium hydroxide solution (100 ml containing sodium hydroxide 12.70 g, 317 mmol) were added dropwise to the above reaction mixture. The mixture was stirred at 100°C for 2 hours. After cooling to room temperature the pH of the reaction mixture was adjusted to pH 7 using concentrated hydrochloric acid and extracted with diethyl ether. The pH of the aqueous layer was adjusted to 3 using concentrated hydrochloric acid and extracted with diethyl ether. The organic layer was washed with water, dried over anhydrous magnesium sulfate and concentrated under reduced pressure to afford the desired compound (68.45 g, yield 99%) as a white powder. Nuclear magnetic resonance spectrum (270MHz, CDCl3) δppm; 11.50-10.20(1H,br.s), 7.43(2H,d,J=9Hz), 7.24(2H,d,J=9Hz), 3.15(2H,t,J=7Hz), 2.67(2H,t,J=7Hz).

References:

EP1031572,2000,A1