Phenethylamine → N-[[2-[3-(4-Morpholinyl)propoxy]phenyl]methylene]benzeneethanamine

HRID 26963Notes

Reaction equation

HRID 26963 reaction equation
[N:1]1([CH2:7][CH2:8][CH2:9][O:10][C:11]2[CH:18]=[CH:17][CH:16]=[CH:15][C:12]=2[CH:13]=O)[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1.[CH2:19]([NH2:27])[CH2:20][C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1>C1(C)C=CC=CC=1>[N:1]1([CH2:7][CH2:8][CH2:9][O:10][C:11]2[CH:18]=[CH:17][CH:16]=[CH:15][C:12]=2[CH:13]=[N:27][CH2:19][CH2:20][C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1

Participants

4

Reactant 2

HCID 1001PhenethylamineHCID 137952602-(3-Morpholin-4-YL-propoxy)-benzaldehyde

Product 1

HCID 20394050N-[[2-[3-(4-Morpholinyl)propoxy]phenyl]methylene]benzeneethanamineYield 76.5%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

2-[3-(4-Morpholinyl)propoxy]benzaldehyde (31.7 g) is reacted with 15.8 g of phenethylamine in 130 ml of toluene following the procedure described in Example 1A to yield 34.3 g of product as an oil, boiling point 215°-219° C. at 0.2-0.3 mm of Hg.

Sources & evidence

ORD record
ord-7084d6eb8f604b3da094b1103486669e
Source dataset
uspto-grants-1979_04
Patent number
US04151354

Reaction notes

Loading…