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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2300148Generated: October 31, 2026

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

https://huagongshe.com/reaction/2300148

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 numberUS06498159B1
Source datasetuspto-grants-2002_12
ORD IDord-34574b9511ae4de5b3ab03f00157edeb
Source noteuspto-grants-2002_12