Reaction #595322

Reaction equation

potassium 1-allylcyclopropane-1-sulfonate

thionyl chloride

→

crude product

1-allylcyclopropane-1-sulfonyl chloride

Conditions

Workup

1. 1
   OtherThe volatiles evaporated under reduced pressure
2. 2
   Extractionthe residue extracted with CH2Cl2 (50 ml)
3. 3
   WashThe extract was washed with water
4. 4
   Dryingdried (MgSO4)
5. 5
   Otherevaporated

Procedure

A solution of potassium 1-allylcyclopropane-1-sulfonate (3.44 g, 17.2 mmol), thionyl chloride (10 ml) and DMF (5 drops) was refluxed at 60° C. for 16 h. The volatiles evaporated under reduced pressure and the residue extracted with CH2Cl2 (50 ml). The extract was washed with water, dried (MgSO4) and evaporated to obtain the crude product as yellow gummy oil which was washed with hexane and used in the next reaction without further purification (2.7 g, 15 mmol, 87%). 1HNMR (300 MHz, CDCl3): δ 5.728 (m, 1H), 5.191 (t, 2H), 2.9 (d, 2H), 0.756 (m, 2H), 0.322 (m, 2H).

Source