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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1032710Generated: November 1, 2026

Ethanol hydrochloride → 4-Amino-3-chloro-alpha-[[[5-(2-phenylethoxy)pentyl]amino]methyl]-5-(trifluoromethyl)benzenemethanol

https://huagongshe.com/reaction/1032710

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanol hydrochlorideHCID 21887872—
Reactant4-Amino-3-chloro-alpha-[[[5-(2-phenylethoxy) pentyl](phenylmethyl)amino]methyl]-5-(trifluoromethyl)benzenemethanolHCID 22164915—
CatalystPalladium monoxideHCID 5083724—
SolventEthanolHCID 702—
Product4-Amino-3-chloro-alpha-[[[5-(2-phenylethoxy)pentyl]amino]methyl]-5-(trifluoromethyl)benzenemethanolHCID 2216491263%

Reaction Steps

A solution of 4-amino-3-chloro-α-[[[5-(2-phenylethoxy) pentyl](phenylmethyl)amino]methyl]-5-(trifluoromethyl)benzenemethanol (0.42 g) and conc. hydrochloric acid/ethanol (1:9 v/v, 0.71 ml) was hydrogenated over pre-reduced 10% palladium oxide on charcoal (80 mg, 50% aqueous paste) in absolute ethanol (5 ml). The mixture was filtered through hyflo and evaporated in vacuo to give an oil which was purified by FCC eluting with toluene-ethanol-triethylamine (95:5:1) to give the title compound as a white solid (0.22 g) m.p. 70°-71.5°.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04959381
Source datasetuspto-grants-1990_09
ORD IDord-530cd3997771471080f416dc13d175eb
Source noteuspto-grants-1990_09