Reaction #2358526

Reaction equation

3-bromo-5-chlorophenol

potassium carbonate

L-proline

sodium methanesulfinate

→

3-chloro-5-methylsulfonyl-phenol

Solvents

dimethyl sulfoxide

Conditions

Workup

1. 1
   OtherPreparation
2. 2
   Otheraccording to Preparation 1

Procedure

Preparation according to Preparation 1: 3-bromo-5-chlorophenol (4.0 g, 19.3 mmol), sodium methanesulfinate (3.1 g, 28.9 mmol), cupper(I)iodide (2.2 g, 11.5 mmol), L-proline (2.7 g, 23.1 mmol), potassium carbonate (1.6 g, 11.6 mmol), dry dimethyl sulfoxide (70 ml). Yield: 3.7 g (92%). MS m/z (relative intensity, 70 eV) 206 (M+, 88), 191 (36), 144 (58), 127 (bp), 99 (76).

Source