Tetrahydrofuran → 2-(4-Chloro-3-trifluoromethyl-phenyl)-ethylamine hydrochloride

Reaction equation

Cl.FC1C=C(CCN)C=CC=1C(F)(F)F.[Cl:16][C:17]1[CH:22]=[CH:21][C:20]([CH2:23][C:24]#[N:25])=[CH:19][C:18]=1[C:26]([F:29])([F:28])[F:27].C1COCC1>>[ClH:16].[Cl:16][C:17]1[CH:22]=[CH:21][C:20]([CH2:23][CH2:24][NH2:25])=[CH:19][C:18]=1[C:26]([F:27])([F:28])[F:29]

Participants

Reactant 3

HCID 8028Tetrahydrofuran

HCID 50046852-(4-Chloro-3-(trifluoromethyl)phenyl)acetonitrile

HCID 68696177875305-28-5

Product 1

HCID 685607522-(4-Chloro-3-trifluoromethyl-phenyl)-ethylamine hydrochloride

Procedure

The title compound was synthesized in analogy to 2-(3-fluoro-4-trifluoromethyl-phenyl)-ethylamine hydrochloride (described in example S1-B) from 3.188 g of crude (4-chloro-3-trifluoromethyl-phenyl)-acetonitrile (14.5 mmol) and 76 ml of a 1M borane-THF complex solution in THF (76 mmol). The product was obtained as a white solid (1.52 g, 40%). MS (ISP) 224.1 (M+H)+.

Sources & evidence

ORD record: ord-51efccd494554a8ebdf663f4ead8fd1b
Source dataset: uspto-grants-2010_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07678818B2

Reaction notes

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