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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 83037Generated: October 26, 2026

Dichloromethane → 1-Benzhydryl-3-(4,4,4-trifluorobutoxy)-azetidine

https://huagongshe.com/reaction/83037

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDichloromethaneHCID 6344—
Reactant3,3,3-Trifluoro-1-propanolHCID 137512—
Reactant1-(Diphenylmethyl)azetidin-3-yl methanesulfonateHCID 2758716—
SolventWaterHCID 962—
Product1-Benzhydryl-3-(4,4,4-trifluorobutoxy)-azetidineHCID 67154691—

Reaction Conditions

Temperature100 °C

Reaction Steps

A suspension of 1-benzhydrylazetidin-3-yl methanesulfonate (247 mg, 0.78 mmol) in trifluoropropanol (1 g, 7.8 mmol) was placed under micro-wave irradiations (100 W) and heated at 100° C. during 30 minutes. The reaction mixture was diluted by addition of dichloromethane (50 mL) and water (30 mL). The two phases were separated and the aqueous phase was extracted with dichloromethane (2×20 mL). The combined organic phases were dried over sodium sulphate and concentrated to dryness. The residue was purified by chromatography on silica gel using petroleum ether/ethyl acetate (8:2) as eluent. The title product was isolated as a yellow oil (191 mg, 33%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08846711B2
Source datasetuspto-grants-2014_09
ORD IDord-3690cc64a7084b7cbf1014fa2564e15b
Source noteuspto-grants-2014_09