Phenethylamine → HCID 20298673, compound

HRID 263102Notes

Reaction equation

HRID 263102 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]([O:11][CH2:12][CH2:13][CH2:14][N:15]2[CH2:20][CH2:19][O:18][CH2:17][CH2:16]2)=[C:7]([CH:10]=1)[CH:8]=O.[CH2:21]([NH2:29])[CH2:22][C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1>C1(C)C=CC=CC=1>[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]([O:11][CH2:12][CH2:13][CH2:14][N:15]2[CH2:20][CH2:19][O:18][CH2:17][CH2:16]2)=[C:7]([CH:8]=[N:29][CH2:21][CH2:22][C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)[CH:10]=1

Participants

4

Reactant 2

HCID 1001PhenethylamineHCID 20298687HCID 20298687, compound

Product 1

HCID 20298673HCID 20298673, compoundYield 92.1%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Conditions

Temperature
50 °C

Procedure

5-Methoxy-2-[3-(4-morpholinyl)propoxy]benzaldehyde (33.4 g) and 14.5 g of phenethylamine are refluxed in 120 ml of toluene for about 1 hour. After cooling to about 50° C., the solvent is removed using a rotary evaporator and the oily residue is distilled to give 42.1 g of the title compound, boiling point 240°-245° C. at 0.2-0.3 mm of Hg.

Workup

  1. customthe solvent is removed
  2. customa rotary evaporator
  3. distillationthe oily residue is distilled

Sources & evidence

ORD record
ord-38f81aca13684e9d9378d3dd571080cc
Source dataset
uspto-grants-1979_05
Patent number
US04156079

Reaction notes

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