Phenylethanolamine → N-[2-(4-(3-Carbomethoxypropoxy)phenyl)-1-methylethyl]-2-hydroxy-2-phenylethanamine

HRID 1758982Notes

Reaction equation

HRID 1758982 reaction equation
[C:1]([CH2:5][CH2:6][CH2:7][O:8][C:9]1[CH:14]=[CH:13][C:12]([CH2:15][C:16](=O)[CH3:17])=[CH:11][CH:10]=1)([O:3][CH3:4])=[O:2].[OH:19][CH:20]([C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1)[CH2:21][NH2:22]>>[C:1]([CH2:5][CH2:6][CH2:7][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][CH:26]=[CH:25][CH:24]=2)[CH3:17])=[CH:11][CH:10]=1)([O:3][CH3:4])=[O:2]

Participants

3

Reactant 2

HCID 1000PhenylethanolamineHCID 130796131-(4-[3-Carbomethoxypropoxy]phenyl)propan-2-one

Product 1

HCID 20533267N-[2-(4-(3-Carbomethoxypropoxy)phenyl)-1-methylethyl]-2-hydroxy-2-phenylethanamine

Procedure

The compound was prepared as in Example 5 from 1-(4-(3-carbomethoxypropoxy)phenyl] propan-2-one (6.0 g) and 2-hydroxy-2-phenyl ethanamine (3.29 g) and crystallised from hexane m.p. 60°-76° as a 1:1 mixture of diastereoisomers.

Workup

  1. customcrystallised from hexane m.p. 60°-76° as a 1:1 mixture of diastereoisomers

Sources & evidence

ORD record
ord-43470565d5dc4c9fb84f3c06fbd772de
Source dataset
uspto-grants-1982_07
Patent number
US04338333

Reaction notes

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