HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethanol hydrochloride → 4-Amino-3-chloro-alpha-[[[5-(2-phenylethoxy)pentyl]amino]methyl]-5-(trifluoromethyl)benzenemethanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethanol hydrochloride | HCID 21887872 | — |
| Reactant | 4-Amino-3-chloro-alpha-[[[5-(2-phenylethoxy) pentyl](phenylmethyl)amino]methyl]-5-(trifluoromethyl)benzenemethanol | HCID 22164915 | — |
| Catalyst | Palladium monoxide | HCID 5083724 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 4-Amino-3-chloro-alpha-[[[5-(2-phenylethoxy)pentyl]amino]methyl]-5-(trifluoromethyl)benzenemethanol | HCID 22164912 | 63% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04959381 |
| Source dataset | uspto-grants-1990_09 |
| ORD ID | ord-530cd3997771471080f416dc13d175eb |
| Source note | uspto-grants-1990_09 |