2-Amino-1-[3-(trifluoromethyl)phenyl]ethan-1-ol → HCID 20501357, compound

HRID 851504Notes

Reaction equation

HRID 851504 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([C:8]([O:10][CH3:11])=[O:9])[CH:5]=[CH:4][C:3]=1[CH2:12][C:13](=O)[CH3:14].[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]>>[Cl:1][C:2]1[CH:7]=[C:6]([C:8]([O:10][CH3:11])=[O:9])[CH:5]=[CH:4][C:3]=1[CH2:12][CH:13]([NH:19][CH2:18][CH:17]([OH:16])[C:20]1[CH:25]=[CH:24][CH:23]=[C:22]([C:26]([F:28])([F:29])[F:27])[CH:21]=1)[CH3:14]

Participants

3

Reactant 2

HCID 305142-Amino-1-[3-(trifluoromethyl)phenyl]ethan-1-olHCID 20134192HCID 20134192, compound

Product 1

HCID 20501357HCID 20501357, compound

Procedure

The title compound was prepared as in Example 1b from 1-(2-chloro-4-carbomethoxyphenyl)propan-2-one (2.32 g) and 2-hydroxy-2-(3-trifluoromethylphenyl)ethanamine (2.1 g). The compound crystallised from hexane m.p. 82°-94° as a 40:60 mixture of diastereoisomers. τ(CDCl3) 8.85 (3H,d,J=6 Hz), 6.8-7.6 (5H,m+2H replaceable by D2O), 6.1 (3H,s), 5.3 (1H,m), 2.7 (1H,d,J=8 Hz), 2.3-2.6 (4H,m), 2.1 (2H,d,J=8 Hz), 1.95 (1H,s).

Workup

  1. customThe compound crystallised from hexane m.p. 82°-94° as a 40:60 mixture of diastereoisomers

Sources & evidence

ORD record
ord-5043fd7eb9a24b07bd2761627920bac8
Source dataset
uspto-grants-1983_05
Patent number
US04385066

Reaction notes

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