Reaction #1985

Reaction equation

compound

1-benzyl-3-trifluoromethylpyrrolidine-3-carboxylic acid

LAH

→

title compound

Yield 99.9%

1-benzyl-3-trifluoromethylpyrrolidine-3-methanol

Yield 99.9%

Solvents

THF

Conditions

Workup

1. 1
   OtherThe reaction was quenched by the sequential dropwise addition of 0.35 mL water, 0.35 mL of 15% NaOH and 1.3 mL of water
2. 2
   workup.STIRRINGthe mixture was stirred for 1 hour
3. 3
   Filtrationfiltered
4. 4
   OtherThe filtrate was dried
5. 5
   Concentrationconcentrated

Procedure

The compound from step 456a (2.32 g) was dissolved in 60 mL of dry THF, 1.12 eq of LAH (1N in dry THF) was added, and the reaction was stirred under N2 for 3 hours. The reaction was quenched by the sequential dropwise addition of 0.35 mL water, 0.35 mL of 15% NaOH and 1.3 mL of water, then the mixture was stirred for 1 hour and filtered. The filtrate was dried and concentrated to give 2.2 g of the title compound.

Source