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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 47312Generated: October 26, 2026

Benzyl 1-oxa-6-azaspiro(2.5)octane-6-carboxylate → Benzyl 4-fluoromethyl-4-hydroxy-1-piperidinecarboxylate

https://huagongshe.com/reaction/47312

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzyl 1-oxa-6-azaspiro(2.5)octane-6-carboxylateHCID 13016598—
ReactantPotassium fluoride, 99%, spray-driedHCID 53443437—
SolventDichloromethaneHCID 6344—
ProductBenzyl 4-fluoromethyl-4-hydroxy-1-piperidinecarboxylateHCID 2274459587%

Reaction Conditions

Temperature120 °C

Reaction Steps

3.2 g of potassium hydrogen fluoride and 610 mg tetra-n-butyl ammonium dihydrogen trifluoride were added to 5 g of benzyl 1-oxa-6-azaspiro[2.5]octane-6-carboxylate, and it was stirred at 120° C. for 7 hr. After cooling, methylene chloride was added thereto and it was filtered through Celite. The filtrate was evaporated, and the resulting residue was subjected to silica gel column chromatography to give 4.7 g of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06699870B2
Source datasetuspto-grants-2004_03
ORD IDord-2cab68ccb88f441482e14ebe41b0de61
Source noteuspto-grants-2004_03