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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1848429Generated: October 31, 2026

Ethyl Acetate → Tert-butyl 4-(hydroxymethyl)piperidine-1-carboxylate

https://huagongshe.com/reaction/1848429

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantSodium SulfateHCID 24436—
Reactant1-N-Boc-4-Piperidinecarboxylic acid methyl esterHCID 392870—
ReactantAluminium lithium hydrideHCID 21226445—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
ProductTert-butyl 4-(hydroxymethyl)piperidine-1-carboxylateHCID 2764081—

Reaction Conditions

Temperature0 °C

Reaction Steps

A mixture of 70 g of LiAlH4 in 1500 mL of THF was cooled to 0° C., then 180 g of 1-tert-butyl 4-methyl piperidine-1,4-dicarboxylate in THF was added dropwise. When the reaction was finished, 200 mL of ethyl acetate and solid anhydrous Na2SO4. Water was added until the solution became clear. The mixture was filtered and the filtrate was evaporated to afford the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08952166B2
Source datasetuspto-grants-2015_02
ORD IDord-ee3d6c3bb13548f68e9260a95215b193
Source noteuspto-grants-2015_02