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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 869065Generated: October 30, 2026

m-Chloroperbenzoic acid → tert-Butyl 1-oxa-6-azaspiro(2.5)octane-6-carboxylate

https://huagongshe.com/reaction/869065

Reaction equation

Participants

RoleNameHCIDCharge
Reactantm-Chloroperbenzoic acidHCID 70297—
Reactant1-Boc-4-MethylenepiperidineHCID 2756808—
SolventDichloromethaneHCID 6344—
Producttert-Butyl 1-oxa-6-azaspiro(2.5)octane-6-carboxylateHCID 22135564101.1%

Reaction Steps

m-Chloroperbenzoic acid (1.14 g, 6.6 mmol) was added to a solution of tert-butyl 4-methylenepiperidine-1-carboxylate (1 g, 5.1 mmol) in CH2Cl2 (30 mL) at 0° C. The reaction mixture was stirred for 15 h at rt, diluted with CH2Cl2, washed with a saturated aqueous solution of NaHCO3 and brine, dried (Na2SO4), and evaporated to afford 1.1 g of the title compound which was used without further purification. 1H-NMR (400 MHz, CDCl3) δ ppm 3.74-3.65 (m, 2H), 3.45-3.38 (m, 2H), 2.68 (s, 2H), 1.82-1.75 (m, 2H), 1.48-1.41 (m, 2H), 1.46 (s, 9H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08969341B2
Source datasetuspto-grants-2015_03
ORD IDord-6d49a33d5fae42c184f25bec44374913
Source noteuspto-grants-2015_03