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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 514867Generated: October 30, 2026

Ethyl Acetate → (E)-tert-butyl 4-hydroxy-4-(4,4,4-trifluorobut-1-enyl)piperidine-1-carboxylate

https://huagongshe.com/reaction/514867

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantSodium HydroxideHCID 14798—
ReactantHCID 90447582HCID 90447582—
SolventMethanolHCID 887—
Product(E)-tert-butyl 4-hydroxy-4-(4,4,4-trifluorobut-1-enyl)piperidine-1-carboxylateHCID 90447581—

Reaction Steps

To a mixture of (E)-tert-butyl 4-acetoxy-4-(4,4,4-trifluorobut-1-enyl)piperidine-1-carboxylate (200 mg, 0.57 mmol) in methanol (5 mL) was added 2M NaOH (2 mL, 4 mmol), the mixture was held stirring at r.t. for 16 hrs, when TLC (20% EA/PE) indicated completion of the reaction. The mixture was concentrated in vacuo, the residue was diluted with brine and extracted with EtOAc, and the organic layer was concentrated in vacuo to get the crude product, which was used directly for the next step.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09108921B2
Source datasetuspto-grants-2015_08
ORD IDord-f3c1b37c56bb4fe69ef73011534af4e4
Source noteuspto-grants-2015_08