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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 335160Generated: October 30, 2026

tert-Butyl 4-formylpiperidine-1-carboxylate → tert-Butyl 4-(1-hydroxyethyl)piperidine-1-carboxylate

https://huagongshe.com/reaction/335160

Reaction equation

Participants

RoleNameHCIDCharge
Reactanttert-Butyl 4-formylpiperidine-1-carboxylateHCID 1514430—
ReactantHCID 178418573HCID 178418573—
SolventTetrahydrofuranHCID 8028—
Producttert-Butyl 4-(1-hydroxyethyl)piperidine-1-carboxylateHCID 2198990390.2%

Reaction Conditions

Temperature-78 °C

Reaction Steps

Placed tert-butyl 4-formylpiperidine-1-carboxylate (2.00 g, 9.38 mmol) in THF (40 mL) and cooled to −78° C. Slowly added methylmagnesium bromide (3.44 mL, 10.3 mmol) stirred for 1 hour. Slowly added saturated ammonium chloride and extracted with CH2Cl2. Concentrated and redisolved in 5% MeOH in CH2Cl2. Added ether and filtered off solids. Concentrate filtrate to give the title compound (1.94 g, 90.2% yield)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08883828B2
Source datasetuspto-grants-2014_11
ORD IDord-f74a501c8d334299b665840262278a57
Source noteuspto-grants-2014_11