p-Toluenesulfonic acid → HCID 9901102, compound

HRID 413905Notes

Reaction equation

HRID 413905 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH2:8]([O:10][C:11](=[O:25])[CH:12]([C:17](=O)[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)[CH2:13][C:14](=O)[CH3:15])[CH3:9].CC1C=CC(S(O)(=O)=O)=CC=1>C(O)C>[CH2:8]([O:10][C:11]([C:12]1[CH:13]=[C:14]([CH3:15])[N:1]([C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=2)[C:17]=1[C:18]1[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=1)=[O:25])[CH3:9]

Participants

5

Reactant 3

HCID 6101p-Toluenesulfonic acidHCID 6115AnilineHCID 14689358Ethyl 2-benzoyl-4-oxopentanoate

Product 1

HCID 9901102HCID 9901102, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Aniline (10 mmol, 0.9 g), 2-benzoyl-4-oxo-pentanoic acid ethyl ester (10 mmol, 2.5 g), and tosic acid (0.1 g) were combined in ethanol, then heated under reflux. The named product was recrystallized from ethanol (m.p. 130° C.-131.7° C.).

Workup

  1. temperatureheated
  2. temperatureunder reflux
  3. customThe named product was recrystallized from ethanol (m.p. 130° C.-131.7° C.)

Sources & evidence

ORD record
ord-909c1068bac04557a3d1ff188a822757
Source dataset
uspto-grants-2003_05
Patent number
US06569890B2

Reaction notes

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