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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 566949Generated: October 29, 2026

Hydrochloric Acid → Benzyl 4-oxopiperidine-1-carboxylate

https://huagongshe.com/reaction/566949

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantPhenylmethyl 1,4-dioxa-8-azaspiro[4.5]decane-8-carboxylateHCID 15165038—
SolventTetrahydrofuranHCID 8028—
ProductBenzyl 4-oxopiperidine-1-carboxylateHCID 64349692%

Reaction Steps

To a stirred solution 8-benzyloxycarbonyl 1,4-dioxa-8-azaspiro[4,5]decane (0.037 mol, 10 g) in tetrahydrofuran (150 mL) was added a solution of hydrochloric acid 5% (20 mL) dropwise a room temperature. The solution was stirred for 18 h (TLC control) and then evaporated under vacuum to small volume (20 mL) and neutralized with saturated sodium bicarbonate solution. The aqueous solution was extracted with ethyl acetate (3×100 mL) and the organic layers were dried on sodium sulfate and finally evaporated under vacuum to give 1-benzyloxycarbonyl piperidin4-one practically pure which was then used in the next step without any further purification (92% yield). 1H-NMR (CDCl3): 1.63 (m, 4H); 3.56 (m,4H); 5.09 (s, 2H); 7.28 (s, 5H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06177444B1
Source datasetuspto-grants-2001_01
ORD IDord-647b743ab1e64873a444a3ec166d5dab
Source noteuspto-grants-2001_01