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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 402082Generated: October 30, 2026

m-Chloroperbenzoic acid → tert-Butyl 7-Oxa-3-azabicyclo(4.1.0)heptane-3-carboxylate

https://huagongshe.com/reaction/402082

Reaction equation

Participants

RoleNameHCIDCharge
Reactantm-Chloroperbenzoic acidHCID 70297—
Reactanttert-Butyl 3,6-dihydropyridine-1(2H)-carboxylateHCID 13094787—
SolventDichloromethaneHCID 6344—
Producttert-Butyl 7-Oxa-3-azabicyclo(4.1.0)heptane-3-carboxylateHCID 21991116—

Reaction Steps

To a stirred solution of 3,6-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester (19.1 mmol, 3.5 g), in DCM (50 mL) cooled at 0° C., was added m-CPBA (32.2 mmol, 5.95 g (70%)) portion wise. The reaction was stirred at room temperature for 4 h. The reaction was diluted with DCM (50 mL) and washed with sat. Na2S2O3, sat. NaHCO3, water and brine, dried (Na2SO4), filtered and concentrated under reduced pressure. The residue was purified on a SiO2 cartridge (5% EtOAc in hexane -25% EtOAc in hexane) to provide 7-oxa-3-aza-bicyclo[4.1.0]heptane-3-carboxylic acid tert-butyl ester.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08741900B2
Source datasetuspto-grants-2014_06
ORD IDord-852569ca9aeb41f49654bb04943ed4b2
Source noteuspto-grants-2014_06