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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 82950Generated: October 25, 2026

1,2-Dichloroethane → 3-[(2-Methylprop-2-en-1-yl)oxy]azetidine hydrochloride

https://huagongshe.com/reaction/82950

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-DichloroethaneHCID 11—
Reactant1-Chloroethyl chloroformateHCID 521305—
Reactant1-(Diphenylmethyl)-3-[(2-methylprop-2-en-1-yl)oxy]azetidineHCID 67154554—
SolventMethanolHCID 887—
Product3-[(2-Methylprop-2-en-1-yl)oxy]azetidine hydrochlorideHCID 67154496—

Reaction Conditions

Temperature70 °C

Reaction Steps

A 16 mL flask was charged with 1-(diphenylmethyl)-3-[(2-methylprop-2-en-1-yl)oxy]azetidine (276 mg, 0.94 mmol; which may be prepared as described in Step 1) and 1,2-dichloroethane (4.1 mL). 1-Chloroethyl chloroformate (135 μL, 1.24 mmol) was added and the reaction mixture was stirred at 70° C. for 1.5 h. After cooling to room temperature, methanol (4.1 mL) was added and the reaction mixture was stirred at 70° C. for 1.5 h. The reaction mixture was concentrated to dryness and the residue was triturated in pentane to give the final product (192 mg, quantitative) as a brown oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08846711B2
Source datasetuspto-grants-2014_09
ORD IDord-ac5eee5b523445c7b5b2ca05a5dd90c7
Source noteuspto-grants-2014_09