2-Amino-1-(3-fluoro-4-methoxyphenyl)ethan-1-ol → N-[2-(4-(2-Hydroxyethoxy)phenyl)-1-methylethyl]-2-hydroxy-2-(3-fluoro-4-methoxyphenyl)-ethanamine

HRID 851176Notes

Reaction equation

HRID 851176 reaction equation
[OH:1][CH2:2][CH2:3][O:4][C:5]1[CH:10]=[CH:9][C:8]([CH2:11][C:12](=O)[CH3:13])=[CH:7][CH:6]=1.[OH:15][CH:16]([C:19]1[CH:24]=[CH:23][C:22]([O:25][CH3:26])=[C:21]([F:27])[CH:20]=1)[CH2:17][NH2:18]>>[OH:1][CH2:2][CH2:3][O:4][C:5]1[CH:10]=[CH:9][C:8]([CH2:11][CH:12]([NH:18][CH2:17][CH:16]([OH:15])[C:19]2[CH:24]=[CH:23][C:22]([O:25][CH3:26])=[C:21]([F:27])[CH:20]=2)[CH3:13])=[CH:7][CH:6]=1

Participants

3

Reactant 2

HCID 130796452-Amino-1-(3-fluoro-4-methoxyphenyl)ethan-1-olHCID 145788571-(4-(2-Hydroxyethoxy)phenyl)propan-2-one

Product 1

HCID 13079630N-[2-(4-(2-Hydroxyethoxy)phenyl)-1-methylethyl]-2-hydroxy-2-(3-fluoro-4-methoxyphenyl)-ethanamine

Procedure

The compound was prepared as in Example 7, from 1-[4-(2-hydroxyethoxy)phenyl]propan-2-one (3.9 g) and 2-hydroxy-2-(3-fluoro-4-methoxyphenyl)-ethanamine (3.75 g) and crystallised from ether-hexane, mp 112°-115° C. as a 82:18 mixture of diastereoisomers.

Workup

  1. customcrystallised from ether-hexane, mp 112°-115° C. as a 82:18 mixture of diastereoisomers

Sources & evidence

ORD record
ord-5a378f751bc14d48bcc6612a7b3e0387
Source dataset
uspto-grants-1983_05
Patent number
US04382958

Reaction notes

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