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2-Amino-1-[3-(trifluoromethyl)phenyl]ethan-1-ol → N-[2-(4-Carbomethoxymethoxyphenyl)-1-methylethyl]-2-hydroxy-2-(3-trifluoromethylphenyl) ethanamine

HRID 1758981
Notes
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Reaction equation

HRID 1758981 reaction equation
[C:1]([CH2:5][O:6][C:7]1[CH:12]=[CH:11][C:10]([CH2:13][C:14](=O)[CH3:15])=[CH:9][CH:8]=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]([CH2:5][O:6][C:7]1[CH:12]=[CH:11][C:10]([CH2:13][CH:14]([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)[CH3:15])=[CH:9][CH:8]=1)([O:3][CH3:4])=[O:2]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

3

Reactant 2

HCID 305142-Amino-1-[3-(trifluoromethyl)phenyl]ethan-1-olHCID 13851156Methyl 2-(4-(2-oxopropyl)phenoxy)acetate

Product 1

HCID 19874581N-[2-(4-Carbomethoxymethoxyphenyl)-1-methylethyl]-2-hydroxy-2-(3-trifluoromethylphenyl) ethanamine

Procedure

The compound was prepared as in Example 5 from 1-(4-carbomethoxymethoxyphenyl)propan-2-one (2.22 g) and 2-hydroxy-2-(3-trifluoromethylphenyl) ethanamine (2.05 g). The compound crystallised from hexane m.p. 70°-85° as a 1:1 mixture of diastereoisomers.

Workup

  1. customThe compound crystallised from hexane m.p. 70°-85° as a 1:1 mixture of diastereoisomers

Sources & evidence

ORD record
ord-e5afe5420cdd4f5da5e6df6b5c83eb53
Source dataset
uspto-grants-1982_07
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04338333

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes