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

HRID 365177Notes

Reaction equation

HRID 365177 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-c390e4b5f1084fe7904527fee4e5158a
Source dataset
uspto-grants-1986_08
Patent number
US04608383

Reaction notes

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