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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2202403Generated: October 31, 2026

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

https://huagongshe.com/reaction/2202403

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 numberUS09365545B2
Source datasetuspto-grants-2016_06
ORD IDord-e555021e296348798fe2bb6e8106c021
Source noteuspto-grants-2016_06