Reaction #1986

Reaction equation

compound

1-benzyl-3-trifluoromethylpyrrolidine-3-methanol

pyridine

p-toluenesulfonyl chloride

pyridine

→

title compound

1-benzyl-3-trifluoromethyl-3-(toluenesulfonyloxymethyl)pyrrolidine

Solvents

methylene chloride

Conditions

Workup

1. 1
   Washwashed with water and brine
2. 2
   Otherdried
3. 3
   OtherRemoval of the solvent

Procedure

The compound from step 456b (1.61 g) was dissolved in dry pyridine, and the solution was cooled to 0° C. To this was added 1.458 g of p-toluenesulfonyl chloride in 4 mL of dry pyridine, and the reaction was stirred at 0.C for 4 days. The mixture was diluted with 300 mL of methylene chloride, then washed with water and brine and dried. Removal of the solvent gave 2.81 g of the title compound.

Source