2-Amino-1-[3-(trifluoromethyl)phenyl]ethan-1-ol → HCID 20501351, compound

HRID 851506Notes

Reaction equation

HRID 851506 reaction equation
[C:1]([C:5]1[CH:10]=[CH:9][C:8]([CH2:11][C:12](=O)[CH3:13])=[CH:7][C:6]=1[CH3:15])([O:3][CH3:4])=[O:2].[OH:16][CH:17]([C:20]1[CH:25]=[CH:24][CH:23]=[C:22]([C:26]([F:29])([F:28])[F:27])[CH:21]=1)[CH2:18][NH2:19]>>[C:1]([C:5]1[CH:10]=[CH:9][C:8]([CH2:11][CH:12]([NH:19][CH2:18][CH:17]([OH:16])[C:20]2[CH:25]=[CH:24][CH:23]=[C:22]([C:26]([F:28])([F:29])[F:27])[CH:21]=2)[CH3:13])=[CH:7][C:6]=1[CH3:15])([O:3][CH3:4])=[O:2]

Participants

3

Reactant 2

HCID 305142-Amino-1-[3-(trifluoromethyl)phenyl]ethan-1-olHCID 20134168HCID 20134168, compound

Product 1

HCID 20501351HCID 20501351, compound

Procedure

The title compound was prepared as in Example 1b from 1-(4-carbomethoxy-3-methylphenyl)propan-2-one (2.0 g) and 2-hydroxy-2-(3-trifluoromethylphenyl)ethanamine (2.0 g), the compound crystallised from hexane m.p. 88°-92° as a 41:59 mixture of diastereoisomers. τ(CDCl3) 8.9 (3H,d,J=6 Hz), 7.4 (3H,s), 6.8-7.8 (5H,m,=2H, replaceable by D2O), 6.1 (3H,s), 5.3 (1H,m), 2.9 (2H,m), 2.3-2.6 (4H,m), 2.1 (1H,dd,J=8 Hz, J=2 Hz).

Workup

  1. customthe compound crystallised from hexane m.p. 88°-92° as a 41:59 mixture of diastereoisomers

Sources & evidence

ORD record
ord-a2bd40744f574f9ca40c30657601d428
Source dataset
uspto-grants-1983_05
Patent number
US04385066

Reaction notes

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