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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 408133Generated: October 30, 2026

Sodium Sulfite → tert-Butyl 7-Oxa-3-azabicyclo(4.1.0)heptane-3-carboxylate

https://huagongshe.com/reaction/408133

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium SulfiteHCID 24437—
Reactantm-Chloroperbenzoic acidHCID 70297—
ReactantSodium BicarbonateHCID 516892—
Reactanttert-Butyl 3,6-dihydropyridine-1(2H)-carboxylateHCID 13094787—
SolventDichloromethaneHCID 6344—
Producttert-Butyl 7-Oxa-3-azabicyclo(4.1.0)heptane-3-carboxylateHCID 2199111699%

Reaction Conditions

Temperature0 °C

Reaction Steps

A solution of m-CPBA (7.53 g, 32.7 mmol) in DCM (10 mL) was added to a solution of tert-butyl 5,6-dihydropyridine-1(2H)-carboxylate (5.00 g, 27.3 mmol) in DCM (20 mL) at 0° C. The reaction was stirred at 0° C. for 15 minutes and then at room temperature for 3 hours. Saturated sodium sulfite solution (20 mL) and saturated sodium bicarbonate solution (30 mL) was added. The organic layer was separated, washed with brine, dried (sodium sulfate) and concentrated in vacuo to give tert-butyl 7-oxa-3-azabicyclo[4.1.0]heptane-3-carboxylate (5.36 g, 99%) as oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08758830B2
Source datasetuspto-grants-2014_06
ORD IDord-aa731754d4fa4119a094da057e880101
Source noteuspto-grants-2014_06