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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 886708Generated: October 29, 2026

(S)-2-(Trifluoromethyl)-3-(benzylamino)propane-1,2-diol → 1,2-Propanediol, 2-(aminomethyl)-3,3,3-trifluoro-, (2S)-

https://huagongshe.com/reaction/886708

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(S)-2-(Trifluoromethyl)-3-(benzylamino)propane-1,2-diolHCID 59487491—
ReactantHCID 178418361HCID 178418361—
CatalystPalladiumHCID 23938—
SolventMethanolHCID 887—
Product1,2-Propanediol, 2-(aminomethyl)-3,3,3-trifluoro-, (2S)-HCID 59487490109.6%

Reaction Steps

(S)-3,3,3-Trifluoro-2-{[(phenylmethyl)amino]methyl}-1,2-propanediol (160 mg) was dissolved in methanol (1.5 ml) and hydrogenated using 10% palladium on carbon as the catalyst and the H-cube (Thales) as the hydrogen source. The solvent was carefully evaporated to give a pinkish volatile oil (112 mg) which by 1H NMR still contained 13% starting material. Therefore this was re-dissolved in methanol (2 ml) and re-hydrogenated using the H-cube. The solvent was evaporated to give the title compound as a pink/brown oil (93 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08247377B2
Source datasetuspto-grants-2012_08
ORD IDord-bbe503b585a74c9e892b0738621e6d6f
Source noteuspto-grants-2012_08