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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1644802Generated: October 31, 2026

Trifluoroacetic acid → (2-Chloro-benzyl)-((rac)-2-methyl-pyrrolidin-2-ylmethyl)-amine

https://huagongshe.com/reaction/1644802

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
ReactantHCID 66774296HCID 66774296—
SolventDichloromethaneHCID 6344—
Product(2-Chloro-benzyl)-((rac)-2-methyl-pyrrolidin-2-ylmethyl)-amineHCID 6677309340%

Reaction Steps

TFA (4 mL) was added to the solution of (rac)-2-[(2-chloro-benzylamino)-methyl]-2-methyl-pyrrolidine-1-carboxylic acid tert-butyl ester (0.4 g) in DCM (15 mL) at 0° C. and stirred the reaction mixture at rt for 12 h. The reaction was monitored by TLC. After completion, the reaction mixture was concentrated under reduced pressure using a rotary evaporator and washed with ether (3×10 mL). The crude was basified with sodium bicarbonate and the aqueous layer was extracted with DCM (3×50 mL). The organic layer was dried over anhydrous Na2SO4 and distilled using rotary evaporator to give the desired (2-chloro-benzyl)-((rac)-2-methyl-pyrrolidin-2-ylmethyl)-amine as a sticky solid (Yield 40-70%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08124636B2
Source datasetuspto-grants-2012_02
ORD IDord-9579b7d165e043978f69672d61696443
Source noteuspto-grants-2012_02