((p-(Benzyloxy)phenoxy)methyl)oxirane → 1-(4-Benzyloxyphenoxy)-3-[2-(2,6-dimethylphenylamino)-ethylamino]-propan-2-ol

HRID 1903780Notes

Reaction equation

HRID 1903780 reaction equation
[CH2:1]([O:5][C:6]1[CH:11]=[CH:10][C:9]([O:12][CH2:13][C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)=[CH:8][CH:7]=1)[CH:2]1[O:4][CH2:3]1.[CH3:20][C:21]1[CH:26]=[CH:25][CH:24]=[C:23]([CH3:27])[C:22]=1[NH:28][CH2:29][CH2:30][NH2:31]>>[CH2:13]([O:12][C:9]1[CH:10]=[CH:11][C:6]([O:5][CH2:1][CH:2]([OH:4])[CH2:3][NH:31][CH2:30][CH2:29][NH:28][C:22]2[C:23]([CH3:27])=[CH:24][CH:25]=[CH:26][C:21]=2[CH3:20])=[CH:7][CH:8]=1)[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1

Participants

3

Reactant 2

HCID 119882((p-(Benzyloxy)phenoxy)methyl)oxiraneHCID 12666312N-(2,6-dimethylphenyl)-ethylenediamine

Product 1

HCID 202378011-(4-Benzyloxyphenoxy)-3-[2-(2,6-dimethylphenylamino)-ethylamino]-propan-2-ol

Procedure

5.12 g. 4-Benzyloxyphenyl glycidyl ether and 6.56 g. N-(2,6-dimethylphenyl)-ethylenediamine are heated for 20 hours at 70° C., while stirring. The reaction mixture is worked up by ion exchanger chromatography, using "Amberlite" CG 50 II pract. (Serva) in the manner described in Example 5. There are obtained 6.8 g. (81% of theory) of the desired product in the form of a light colored, viscous oil.

Workup

  1. customThere are obtained 6.8 g

Sources & evidence

ORD record
ord-cba6428ad09544ed85d123d465eacb4f
Source dataset
uspto-grants-1984_03
Patent number
US04438128

Reaction notes

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