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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1500193Generated: October 26, 2026

Trifluoroacetic acid → 1-Benzyl-3-(3,5-dichloro-2-fluoro-phenyl)-3-(trifluoromethyl)pyrrolidine

https://huagongshe.com/reaction/1500193

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
ReactantBenzyl(methoxymethyl)((trimethylsilyl)methyl)amineHCID 353442—
Reactant1,5-Dichloro-2-fluoro-3-(3,3,3-trifluoroprop-1-en-2-yl)benzeneHCID 87159014—
SolventDichloromethaneHCID 6344—
Product1-Benzyl-3-(3,5-dichloro-2-fluoro-phenyl)-3-(trifluoromethyl)pyrrolidineHCID 8715851547.7%

Reaction Steps

1,5-Dichloro-2-fluoro-3-(3,3,3-trifluoroprop-1-en-2-yl)benzene (6.2 g) and N-(methoxymethyl)-N-(trimethylsilylmethyl)benzylamine (4.7 g) were dissolved in dichloromethane (100 ml) and slowly added dropwise with a dichloromethane solution (8 ml) of anhydrous trifluoroacetic acid (0.15 ml) under ice cooling. Upon the completion of the dropwise addition, the reaction temperature was raised to room temperature and stirred overnight. The reaction solution was concentrated under reduced pressure, and the residue was purified by column chromatography to obtain 1-benzyl-3-(3,5-dichloro-2-fluorophenyl)-3-(trifluoromethyl)pyrrolidine (3.7 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09206122B2
Source datasetuspto-grants-2015_12
ORD IDord-2377215399684a16b24c1c595f2cadc3
Source noteuspto-grants-2015_12