2-Trifluoromethylphenol → (R)-4-(3-(Trifluoromethyl)phenyl)butan-2-amine hydrochloride

Reaction equation

Cl.[Cl:2][C:3]1[CH:4]=[C:5]([CH2:10][CH2:11][C@H:12]([NH2:14])[CH3:13])[CH:6]=[CH:7][C:8]=1Cl.[F:15][C:16]([F:25])([F:24])C1C=CC=CC=1O>>[ClH:2].[F:15][C:16]([F:25])([F:24])[C:3]1[CH:4]=[C:5]([CH2:10][CH2:11][C@H:12]([NH2:14])[CH3:13])[CH:6]=[CH:7][CH:8]=1

Participants

Reactant 2

HCID 679582-Trifluoromethylphenol

HCID 86731090(R)-4-(3,4-dichlorophenyl)butan-2-amine hydrochloride

Product 1

HCID 89852737(R)-4-(3-(Trifluoromethyl)phenyl)butan-2-amine hydrochlorideYield 88%

Procedure

Intermediate 5 (55 mg, 0.25 mmol, 88% yield) was prepared as a white powder following the procedure described for Intermediate 4 by replacing 2,6-dichlorophenol with 2-trifluromethylphenol. LC-MS (ESI) 218.1 (M+H), RT=1.60 min (Method B).

Sources & evidence

ORD record: ord-904d5702955749afa1987a59c355dc2b
Source dataset: uspto-grants-2016_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09394260B2

Reaction notes

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