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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 644175Generated: October 25, 2026

Ammonium Chloride → tert-Butyl 4-hydroxy-3,3-dimethylpiperidine-1-carboxylate

https://huagongshe.com/reaction/644175

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmonium ChlorideHCID 25517—
ReactantSodium borohydrideHCID 4311764—
Reactanttert-Butyl 3,3-dimethyl-4-oxopiperidine-1-carboxylateHCID 22278899—
SolventMethanolHCID 887—
Producttert-Butyl 4-hydroxy-3,3-dimethylpiperidine-1-carboxylateHCID 5339326596%

Reaction Steps

To a stirring solution of 1-Boc-3,3-dimethylpiperidin-4-one (0.48 g, 2.1 mmol) in methanol (20 mL) at 0° C., was added sodium borohydride (0.096 g, 2.5 mmol). After 1 h, satd aq ammonium chloride (1 mL) was added and the solution was concentrated in vacuo. The residue was flushed through a pad of silica gel, eluting with ethyl acetate and the filtrate was concentrated in vacuo to give 0.46 g (96%) of a clear colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07700628B2
Source datasetuspto-grants-2010_04
ORD IDord-ba77462b0e6e43a2ab986ef289811f3d
Source noteuspto-grants-2010_04