2-(4-Methoxyphenoxy)ethylamine → 2-{2-Hydroxy-3-[2-(4-methoxyphenoxy)ethylamino]-propoxy}-5-(2-methoxyethoxy)benzonitrile

HRID 1073635Notes

Reaction equation

HRID 1073635 reaction equation
[O:1]1[CH2:18][CH:2]1[CH2:3][O:4][C:5]1[CH:12]=[CH:11][C:10]([O:13][CH2:14][CH2:15][O:16][CH3:17])=[CH:9][C:6]=1[C:7]#[N:8].[CH3:19][O:20][C:21]1[CH:30]=[CH:29][C:24]([O:25][CH2:26][CH2:27][NH2:28])=[CH:23][CH:22]=1>C(O)C>[OH:1][CH:2]([CH2:18][NH:28][CH2:27][CH2:26][O:25][C:24]1[CH:29]=[CH:30][C:21]([O:20][CH3:19])=[CH:22][CH:23]=1)[CH2:3][O:4][C:5]1[CH:12]=[CH:11][C:10]([O:13][CH2:14][CH2:15][O:16][CH3:17])=[CH:9][C:6]=1[C:7]#[N:8]

Participants

4

Reactant 2

HCID 17977932-(4-Methoxyphenoxy)ethylamineHCID 13313566HCID 13313566, compound

Product 1

HCID 133135672-{2-Hydroxy-3-[2-(4-methoxyphenoxy)ethylamino]-propoxy}-5-(2-methoxyethoxy)benzonitrile

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

2.4 g of 2-(2,3-epoxypropoxy)-5-(2-methoxyethoxy)-benzonitrile and 8.35 g of 2-(4-methoxyphenoxy) ethylamine are dissolved in 30 ml of ethanol, the solvent is then evaporated and the resulting mixture stirred for 1 hour at 70°. The reaction melt is then dissolved in ether and allowed to crystallize under cooling. Purification is effected by recrystallization in benzene. The title compound is obtained (M.P. 95°-97°).

Workup

  1. customthe solvent is then evaporated
  2. dissolutionThe reaction melt is then dissolved in ether
  3. customto crystallize
  4. temperatureunder cooling
  5. customPurification
  6. customis effected by recrystallization in benzene

Sources & evidence

ORD record
ord-bfb9ffe045f540c78de79062bc591ce1
Source dataset
uspto-grants-1990_11
Patent number
US04970238

Reaction notes

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