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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2395714Generated: October 30, 2026

Acetic Acid → 1-Oxododecyl-3-hydroxypiperidine

https://huagongshe.com/reaction/2395714

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantTetrahydrofuranHCID 8028—
ReactantSodium HydroxideHCID 14798—
Reactant1-oxododecyl-3-(O-tert-butyldimethylsilyoxy)piperidineHCID 18989546—
SolventWaterHCID 962—
Product1-Oxododecyl-3-hydroxypiperidineHCID 15230342—

Reaction Conditions

Temperature75 °C

Reaction Steps

Mix 1-oxododecyl-3-(O-tert-butyldimethylsilyloxy)piperidine (3.5 mmol) with a solution of acetic acid (9 mL), tetrahydrofuran (6 mL) and water (6 mL). Heat at 75° C. overnight. Cool to room temperature and make basic with cold 10% sodium hydroxide and extract into methylene chloride. Wash with water, then with brine and dry (Na2SO4). Evaporate the solvent in vacuo and purify by flash chromatography (5% methanol/methylene chloride) to give the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05489600
Source datasetuspto-grants-1996_02
ORD IDord-c0d228bc748942b0bd24dc2e018ff071
Source noteuspto-grants-1996_02