4-(2-Amino-1-hydroxyethyl)-2-(hydroxymethyl)phenol → N-[2-(4-(1-Carboethoxy)ethoxyphenyl)-1-methylethyl]-2-hydroxy-2-(4-hydroxy-3-hydroxymethylphenyl) ethanamine

HRID 1758976Notes

Reaction equation

HRID 1758976 reaction equation
[C:1]([CH:6]([O:8][C:9]1[CH:14]=[CH:13][C:12]([CH2:15][C:16](=O)[CH3:17])=[CH:11][CH:10]=1)[CH3:7])([O:3][CH2:4][CH3:5])=[O:2].[OH:19][CH:20]([C:23]1[CH:28]=[CH:27][C:26]([OH:29])=[C:25]([CH2:30][OH:31])[CH:24]=1)[CH2:21][NH2:22]>>[C:1]([CH:6]([O:8][C:9]1[CH:14]=[CH:13][C:12]([CH2:15][CH:16]([NH:22][CH2:21][CH:20]([OH:19])[C:23]2[CH:28]=[CH:27][C:26]([OH:29])=[C:25]([CH2:30][OH:31])[CH:24]=2)[CH3:17])=[CH:11][CH:10]=1)[CH3:7])([O:3][CH2:4][CH3:5])=[O:2]

Participants

3

Reactant 2

HCID 129448344-(2-Amino-1-hydroxyethyl)-2-(hydroxymethyl)phenolHCID 544735901-(4-(1-Carboethoxy)ethoxyphenyl) propan-2-one

Product 1

HCID 54155548N-[2-(4-(1-Carboethoxy)ethoxyphenyl)-1-methylethyl]-2-hydroxy-2-(4-hydroxy-3-hydroxymethylphenyl) ethanamine

Procedure

The compound was prepared as in Example 1 from 1-(4-(1-carboethoxy)ethoxyphenyl) propan-2-one (1.22 g) and 2-hydroxy-2-(4-hydroxy-3-hydroxymethylphenyl) ethanamine (0.95 g), and crystallised from benzene m.p. 53°-55° as a 53:47 mixture of diastereoisomers.

Workup

  1. customcrystallised from benzene m.p. 53°-55° as a 53:47 mixture of diastereoisomers

Sources & evidence

ORD record
ord-5d39b5b69003408ab00c151fe486721e
Source dataset
uspto-grants-1982_07
Patent number
US04338333

Reaction notes

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