Reaction #1563939

Reaction equation

Cyclopropyl sulfonyl chloride

Benzyl alcohol

Pyridine

→

Benzyl cyclopropanesulfonate

Solvents

DCM

DCM

Conditions

Workup

1. 1
   Washwashed with 1N aq
2. 2
   OtherOrganic layer collected
3. 3
   Dryingwas dried over anhydrous sodium sulphate
4. 4
   Concentrationconcentrated under reduced pressure

Procedure

Cyclopropyl sulfonyl chloride (2 g, 14.2 mmol) was added drop-wise at 0° C. to a solution of Benzyl alcohol (2.1 g, 28.4 mmol) and Pyridine (2.35 g, 29.8 mmol) in DCM (20 mL) and continued stirring at 25° C. for 16 h. The reaction mixture was diluted with DCM (100 mL), washed with 1N aq.HCl solution followed by water and brine; Organic layer collected was dried over anhydrous sodium sulphate and concentrated under reduced pressure to afford the Benzyl cyclopropanesulfonate. 1H NMR (300 MHz, CD3OD) δ ppm 4.3-4.1 (2H, t), 2.7-2.6 (1H, m), 1.8-1.6 (2H, m), 1.6-1.4 (2H, m), 1.2-1.1 (4H, m), 1.0-0.9 (3H, t).

Source