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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 56432Generated: October 29, 2026

m-Chloroperbenzoic acid → 4,4-Dimethyl-3,7-dioxa-bicyclo[4.1.0]heptane

https://huagongshe.com/reaction/56432

Reaction equation

Participants

RoleNameHCIDCharge
Reactantm-Chloroperbenzoic acidHCID 70297—
Reactant2,2-dimethyl-3,6-dihydro-2H-pyranHCID 12536733—
SolventDichloromethaneHCID 6344—
Product4,4-Dimethyl-3,7-dioxa-bicyclo[4.1.0]heptaneHCID 118036227108.4%

Reaction Steps

To a solution of 2,2-dimethyl-3,6-dihydro-2H-pyran (4.0 g, 36 mmol) in dichloromethane (20 mL) was added 3-chloroperoxybenzoic acid (18.4 g, 107 mmol), and the mixture was stirred at room temperature overnight. The reaction mixture was then diluted with dichloromethane, and washed with saturated aqueous sodium sulfite and brine. The organic layer was dried over sodium sulfate, filtered, and concentrated under reduced pressure to give the title compound (5.0 g, crude) as a yellow oil, which was directly used in the next step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09434700B2
Source datasetuspto-grants-2016_09
ORD IDord-2dd7331ef1cc450ca46ca7997db579d9
Source noteuspto-grants-2016_09