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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 80677Generated: October 29, 2026

Water → Butyl 4-hydroxy-2-methylpiperidine-1-carboxylate

https://huagongshe.com/reaction/80677

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantEthyl AcetateHCID 8857—
ReactantSodium borohydrideHCID 4311764—
Reactanttert-Butyl 2-methyl-4-oxopiperidine-1-carboxylateHCID 12992764—
SolventMethanolHCID 887—
ProductButyl 4-hydroxy-2-methylpiperidine-1-carboxylateHCID 86674912—

Reaction Steps

To a solution of tert-butyl 2-methyl-4-oxopiperidine-1-carboxylate (0.94 g, 4.41 mmol) in methanol (5 mL) was added sodium borohydride (0.22 g, 5.73 mmol) and the reaction was stirred at room temperature for 1 h. Water was added slowly, followed by ethyl acetate. The layers were separated and the aqueous phase was extracted with ethyl acetate. The combined organic phases were dried over sodium sulfate, filtered and concentrated in vacuo to afford the desired product as a mixture of four stereoisomers, which was used in the next step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08846675B2
Source datasetuspto-grants-2014_09
ORD IDord-b8b47e9c7126417f80a77c60ee139de0
Source noteuspto-grants-2014_09