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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1793640Generated: November 3, 2026

Trifluoroacetic acid → 5-[(3,4-Dichlorophenyl)methyl]-2-azabicyclo[2.2.2]octane

https://huagongshe.com/reaction/1793640

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
ReactantChlorineHCID 24526—
ReactantHCID 69593397HCID 69593397—
Product5-[(3,4-Dichlorophenyl)methyl]-2-azabicyclo[2.2.2]octaneHCID 2202282496.8%

Reaction Steps

To a solution of 5-(3,4-dichloro-benzyl)-2-aza-bicyclo[2.2.2]octane-2-carboxylic acid tert-butyl ester (0.24 g, 0.65 mmol) in 2 mL of CH2 Cl2 was added 1 mL of TFA. After the mixture was stirred at rt for 1 h, it was quenched with NaHCO3 (sat.). It was then extracted with CH2Cl2 and the organic layer was washed with NaCl (sat.), dried over Na2SO4 and concentrated to give 170 mg of 5-(3,4-Dichloro-benzyl)-2-aza-bicyclo[2.2.2]octane (M++1: 270).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07081531B2
Source datasetuspto-grants-2006_07
ORD IDord-44ae9cae3c594257b3e75c823ab048f1
Source noteuspto-grants-2006_07