3-Phenylpropylamine → HCID 14547355, compound

HRID 543124Notes

Reaction equation

HRID 543124 reaction equation
[C:1]1([CH2:7][CH2:8][CH2:9][NH2:10])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH2:11]([N:18]([CH2:23][C:24](O)=[O:25])[CH2:19][C:20](O)=[O:21])[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1>>[C:1]1([CH2:7][CH2:8][CH2:9][N:10]2[C:20](=[O:21])[CH2:19][N:18]([CH2:11][C:12]3[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=3)[CH2:23][C:24]2=[O:25])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

3

Reactant 2

HCID 162593-PhenylpropylamineHCID 77606N-Benzylaminodiacetic acid

Product 1

HCID 14547355HCID 14547355, compoundYield 64%

Conditions

Temperature
200 °C

Procedure

3-Phenyl-1-propylamine (3.63 g) and N-benzyliminodiacetic acid (6.0 g) was mixed and heated to 200° C. under a nitrogen atmosphere. The mixture was stirred at this temperature for 1 h, cooled and purified by column chromatography (SiO2, 40°-60° C. petroleum ether/chloroform) to give the title material as a pale orange liquid (5.53 g, 64%).

Workup

  1. temperaturecooled
  2. custompurified by column chromatography (SiO2, 40°-60° C. petroleum ether/chloroform)

Sources & evidence

ORD record
ord-73353220bac14cc592db3ff36f043bf3
Source dataset
uspto-grants-1987_04
Patent number
US04661489

Reaction notes

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