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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 82470Generated: October 25, 2026

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

https://huagongshe.com/reaction/82470

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 solution of N-boc-1,2,3,6-tetrahydropyridine (3.63 g, 21.0 mmol) in 40 mL of dichloromethane was added 3-chloroperoxybenzoic acid (2.75 g, 15.0 mmol). The reaction was stirred at room temperature for 4 h, then washed 3× with saturated aqueous potassium carbonate and once with brine. The solution was dried over sodium sulfate, filtered, and concentrated in vacuo to provide crude tert-butyl 7-oxa-3-azabicyclo[4.1.0]heptane-3-carboxylate that gave a proton NMR spectra consistent with theory.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08846702B2
Source datasetuspto-grants-2014_09
ORD IDord-1eef6bacf83b446a937e3dad4ae718d1
Source noteuspto-grants-2014_09