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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2206928Generated: October 26, 2026

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

https://huagongshe.com/reaction/2206928

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 the 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 numberUS09375000B2
Source datasetuspto-grants-2016_06
ORD IDord-a76b0ad8d147499f92ff92ea5a3a3781
Source noteuspto-grants-2016_06