2-Amino-1-[3-(trifluoromethyl)phenyl]ethan-1-ol → HCID 20501356, compound

HRID 851505Notes

Reaction equation

HRID 851505 reaction equation
[C:1]([C:5]1[CH:10]=[CH:9][C:8]([CH2:11][C:12](=O)[CH3:13])=[C:7]([O:15][CH3:16])[CH:6]=1)([O:3][CH3:4])=[O:2].[OH:17][CH:18]([C:21]1[CH:26]=[CH:25][CH:24]=[C:23]([C:27]([F:30])([F:29])[F:28])[CH:22]=1)[CH2:19][NH2:20]>>[C:1]([C:5]1[CH:10]=[CH:9][C:8]([CH2:11][CH:12]([NH:20][CH2:19][CH:18]([OH:17])[C:21]2[CH:26]=[CH:25][CH:24]=[C:23]([C:27]([F:29])([F:30])[F:28])[CH:22]=2)[CH3:13])=[C:7]([O:15][CH3:16])[CH:6]=1)([O:3][CH3:4])=[O:2]

Participants

3

Reactant 2

HCID 305142-Amino-1-[3-(trifluoromethyl)phenyl]ethan-1-olHCID 18627970HCID 18627970, compound

Product 1

HCID 20501356HCID 20501356, compound

Procedure

The title compound was prepared as in Example 1b from 1-(4-carbomethoxy-2-methoxyphenyl)propan-2-one (3.0 g) and 2-hydroxy-2-(3-trifluoromethylphenyl)ethanamine (2.77 g). The compound crystallised from hexane m.p. 88°-100° as a 70:30 mixture of diastereoisomers. τ(CDCl3) 8.8 (3H,d,J=6 Hz), 6.7-7.7 (5H,m,+2H replaceable by D2O), 6.1 (3H,s), 6.0 (3H,s), 5.2 (1H, m), 2.8 (2H,d,J=8 Hz), 2.2-2.6 (6H,m).

Workup

  1. customThe compound crystallised from hexane m.p. 88°-100° as a 70:30 mixture of diastereoisomers

Sources & evidence

ORD record
ord-9430d9a09f684ae1bd4a1374a6bb5ce8
Source dataset
uspto-grants-1983_05
Patent number
US04385066

Reaction notes

Loading…