p-Toluenesulfonic acid → HCID 10271332, compound

HRID 413910Notes

Reaction equation

HRID 413910 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([CH:6]=[CH:7][CH:8]=1)[NH2:5].[CH2:9]([O:11][C:12](=[O:26])[CH:13]([CH2:17][C:18](=O)[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)[C:14](=O)[CH3:15])[CH3:10].CC1C=CC(S(O)(=O)=O)=CC=1>C(O)C>[CH2:9]([O:11][C:12]([C:13]1[CH:17]=[C:18]([C:19]2[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=2)[N:5]([C:4]2[CH:6]=[CH:7][CH:8]=[C:2]([Br:1])[CH:3]=2)[C:14]=1[CH3:15])=[O:26])[CH3:10]

Participants

5

Reactant 3

HCID 6101p-Toluenesulfonic acidHCID 115623-BromoanilineHCID 312893Ethyl 2-acetyl-4-oxo-4-phenylbutanoate

Product 1

HCID 10271332HCID 10271332, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

m-Bromoaniline (5 mmol, 0.9 g), 3-oxo-2-(2-oxo-2-phenyl-ethyl)-butyric acid ethyl ester (5 mmol, 1.2 g), and tosic acid (0.1 g) were combined in ethanol, then heated under reflux. The named product was recrystallized from ethanol (m.p. 111° C.-112.7° C.)

Workup

  1. temperatureheated
  2. temperatureunder reflux
  3. customThe named product was recrystallized from ethanol (m.p. 111° C.-112.7° C.)

Sources & evidence

ORD record
ord-38c8590e59094befa5836c2f83400254
Source dataset
uspto-grants-2003_05
Patent number
US06569890B2

Reaction notes

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