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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1955757Generated: November 2, 2026

Ethanamine, 2,2,2-trifluoro- → Propranolol

https://huagongshe.com/reaction/1955757

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanamine, 2,2,2-trifluoro-HCID 9773—
Reactant2-Propanol, 1-(1-naphthalenyloxy)-3-[(2,2,2-trifluoroethyl)amino]-HCID 10379981—
ProductPropranololHCID 494668%

Reaction Conditions

Temperature100 °C

Reaction Steps

(RS)-1-(2,2,2-TRIFLUOROETHYLAMINO)-3-(1-NAPHTHYLOXY)-2-PROPANOL ##STR2## A mixture of (2RS)-1'-(2,3-epoxypropoxy)naphthalene (1.4 g, 6.49 mmole) and 2,2,2,-trifluroethylamine (25 g, 252.4 mmole) were heated in a sealed glass tube for about 115 hours at 100° C., Excess amine was distilled under vacuum and collected. The remaining solid was dissolved in ether and washed twice with 250 ml of water. The ethereal solution was treated with dry hydrogen chloride gas to convert the amine to its hydrochloride salt which is collected as a off white solid ; m.p. 178°-180° C.; (yield 68%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05776985
Source datasetuspto-grants-1998_07
ORD IDord-2ca34168792743908942f38706373a33
Source noteuspto-grants-1998_07