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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1886583Generated: October 31, 2026

Phosgene → 1-Chlorocarbonyl-3-[3-(trifluoromethyl)phenoxy]azetidine

https://huagongshe.com/reaction/1886583

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhosgeneHCID 6371—
ReactantPotassium CarbonateHCID 11430—
Reactant1-Benzhydryl-3-[3-(trifluoromethyl)phenoxy]azetidineHCID 11728694—
SolventDichloromethaneHCID 6344—
Product1-Chlorocarbonyl-3-[3-(trifluoromethyl)phenoxy]azetidineHCID 1979960662%

Reaction Steps

A solution of 35.6 g (0.36 mole) of phosgene in 200 ml of methylene chloride at 5° C. was stirred with 50 g (0.36 mole) of potassium carbonate for 1 hr. To the mixture was added dropwise 115 g (0.3 mole) of 1-diphenylmethyl-3-[3-(trifluoromethyl)phenoxy]azetidine in 400 ml of methylene chloride. After stirring for 18 hr, the reaction mixture was filtered and the filtrate was washed with water, dried over magnesium sulfate and concentrated on a rotary evaporator to a viscous oil residue, 133.2 g. Trituration of the residue with hexane gave a solid which was recrystallized from cold hexane to yield 52 g (62%) of white crystals, m.p. 72.5°-74° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05151418
Source datasetuspto-grants-1992_09
ORD IDord-f3695dcf940547f1b2fc844941b79ed8
Source noteuspto-grants-1992_09