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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1501747Generated: November 2, 2026

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

https://huagongshe.com/reaction/1501747

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 numberUS09206198B2
Source datasetuspto-grants-2015_12
ORD IDord-0ffe0ef8338247e48e93f9f2e848260b
Source noteuspto-grants-2015_12