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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1450092Generated: November 3, 2026

Trifluoroacetic acid → 1-Benzyl-3-(trifluoromethyl)pyrrolidine-3-carboxylic acid

https://huagongshe.com/reaction/1450092

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
ReactantBenzyl(methoxymethyl)((trimethylsilyl)methyl)amineHCID 353442—
Reactant2-(Trifluoromethyl)acrylic acidHCID 587694—
SolventDichloromethaneHCID 6344—
Product1-Benzyl-3-(trifluoromethyl)pyrrolidine-3-carboxylic acidHCID 1969136758.9%

Reaction Steps

2-(Trifluoromethyl)acrylic acid (2.48 g, 20 mmol) was dissolved in 30 mL of dry methylene chloride, a solution of 4.75 g (20 mmol) of N-benzyl-N-(methoxymethyl)trimethylsilylmethylamine in 20 mL of dry methylene chloride was added dropwise under N2 at 0° C. To this solution was added 2 mL of TFA, and the solution was stirred for 2 hours at room temperature. The white precipitate was collected, washed and dried to give 3.22 g of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05599816
Source datasetuspto-grants-1997_02
ORD IDord-554b45ea8b3e4e5e9b84b1097636a247
Source noteuspto-grants-1997_02