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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 734771Generated: October 30, 2026

(3S,4R)-1-benzyl-4-trifluoromethyl-piperidine-3,4-diol → (3S,4R)-4-trifluoromethyl-piperidine-3,4-diol

https://huagongshe.com/reaction/734771

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(3S,4R)-1-benzyl-4-trifluoromethyl-piperidine-3,4-diolHCID 69056096—
ReactantHCID 178418361HCID 178418361—
CatalystPalladiumHCID 23938—
SolventMethanolHCID 887—
Product(3S,4R)-4-trifluoromethyl-piperidine-3,4-diolHCID 57845299—

Reaction Steps

A mixture of 1.50 g (5.45 mmol) of (3S,4R)-1-benzyl-4-trifluoromethylpiperidin-3,4-diol and 170 mg of Pd/C (10%) in 17 mL of MeOH was hydrogenated at RT and 3 bar hydrogen pressure for 5 hours. The catalyst was filtered off and the filtrate was evaporated down in vacuo. Yield: 910 mg (90% of theoretical); C6H10F3NO2 (M=185.144); calc.: molpeak (M+H)+: 186; found: molpeak (M+H)+: 186; Rf value: 0.35 (silica gel, EtOAc/MeOH/conc. aqueous ammonia 7:3:0.3).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07592358B2
Source datasetuspto-grants-2009_09
ORD IDord-90eac971f1af47f58df0a523783866df
Source noteuspto-grants-2009_09