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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 876473Generated: October 29, 2026

Sodium Bicarbonate → 1-Benzyl-3,3-difluoropiperidine-4,4-diol

https://huagongshe.com/reaction/876473

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium BicarbonateHCID 516892—
ReactantEthyl 1-benzyl-5,5-difluoro-4-oxopiperidine-3-carboxylateHCID 49761228—
SolventHydrochloric AcidHCID 313—
Product1-Benzyl-3,3-difluoropiperidine-4,4-diolHCID 57415866—

Reaction Steps

Ethyl 1-benzyl-5,5-difluoro-4-oxopiperidine-3-carboxylate (6.00 g, 20.2 mmol; prepared as described in WO 2005/040120, p. 30) was dissolved in 3N HCl (60 mL) and heated to reflux for 16 hours. The reaction was cooled, adjusted to pH 8 with solid NaHCO3, then extracted three times with ethyl acetate. The combined organics were washed with saturated NaCl, dried over Na2SO4 and concentrated in vacuo to a white solid (5.1 g). MS APCI (+) m/z 244.0 (M+1) detected.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08987251B2
Source datasetuspto-grants-2015_03
ORD IDord-665b3fae5e7b4ef69987b0e5559e65bd
Source noteuspto-grants-2015_03