Reaction #465989

Reaction equation

sodium hydroxide

2,5-dimethylthiophenol

3-bromopropionic acid

→

3-[(2,5-Dimethylphenyl)thio]propanoic acid

Solvents

water

Conditions

Workup

1. 1
   TemperatureCooling
2. 2
   Washwashed with diethyl ether (3×500 ml)
3. 3
   Filtrationthe precipitated product was filtered off
4. 4
   Washwashed with water

Procedure

90 g (2.25 mol) of sodium hydroxide were dissolved in 500 ml of water and, with cooling at 10° C., admixed with 147.59 g of 2,5-dimethylthiophenol. Cooling was continued and 180.1 g (1.18 mol) of 3-bromopropionic acid were added below 25° C. The mixture was stirred for another 4 h at room temperature and then washed with diethyl ether (3×500 ml). The aqueous solution was made acidic using 1M HCl, and the precipitated product was filtered off and washed with water.

Source