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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 522878Generated: October 31, 2026

Trifluoroacetic acid → 3-(1-(4-Chlorophenoxy)ethyl)azetidine

https://huagongshe.com/reaction/522878

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
ReactantTert-butyl 3-(1-(4-chlorophenoxy)ethyl)-azetidine-1-carboxylateHCID 86685242—
SolventDichloromethaneHCID 6344—
Product3-(1-(4-Chlorophenoxy)ethyl)azetidineHCID 6735463560%

Reaction Steps

To a flask charged with tert-butyl 3-(1-(4-chlorophenoxy)ethyl)azetidine-1-carboxylate (140 mg, 0.449 mmol) was added CH2Cl2 (1796 μL) followed by TFA (242 μL, 3.14 mmol). The reaction mixture was stirred at RT for 72 h. The yellow solution was dried under reduced pressure and purified with a 2 g SCX-2 column loading and washing with MeOH, then washing with 2M NH3 in MeOH to afford 3-(1-(4-chlorophenoxy)ethyl)azetidine (57 mg, 0.269 mmol, 60.0% yield, about 10% impurity present) as a light pink oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09334269B2
Source datasetuspto-grants-2016_05
ORD IDord-73f6ca2024eb4202a5dbc331b3cdd8b9
Source noteuspto-grants-2016_05