Reaction #1982

Reaction equation

2-(trifluoromethyl)acrylic acid

N-benzyl-N-(methoxymethyl)-trimethylsilylmethylamine

trifluoroacetic acid

→

title product

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

Solvents

methylene chloride

methylene chloride

Conditions

Workup

1. 1
   OtherThe product was removed by filtration
2. 2
   Washwashed
3. 3
   Otherdried

Procedure

A 2.48 g sample of 2-(trifluoromethyl)acrylic acid was dissolved in 40 mL of dry methylene chloride, and a solution of 4.75 g of N-benzyl-N-(methoxymethyl)-trimethylsilylmethylamine in 20 mL of dry methylene chloride was added dropwise under N2 at 0° C. To this mixture was added 2 mL of trifluoroacetic acid, and the mixture was stirred for 2 hours at room temperature. The product was removed by filtration, washed and dried to give the title product.

Source