p-Toluenesulfonic acid → HCID 68860790, compound

HRID 1455168Notes

Reaction equation

HRID 1455168 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.O=[C:9]([CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH3:22])[CH2:10][C:11]([O:13][CH2:14][CH3:15])=[O:12].C1(C)C=CC(S(O)(=O)=O)=CC=1>C1(C)C=CC=CC=1>[NH:1]([C:9]([CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH3:22])=[CH:10][C:11]([O:13][CH2:14][CH3:15])=[O:12])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 6101p-Toluenesulfonic acidHCID 6115AnilineHCID 83224Decanoic acid, 3-oxo-, ethyl ester

Product 1

HCID 68860790HCID 68860790, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A solution of aniline (6 mmol), ethyl 3-oxodecanoate (6 mmol) and toluene-p-sulfonic acid (50 mg) in dry toluene (60 ml) was heated under reflux for 24 hours using Dean-Stark apparatus for the azeotropic removal of water. The solvent was removed in vacuum to afford the title product as an oil which was used without purification in the next step.

Workup

  1. temperatureunder reflux for 24 hours
  2. customfor the azeotropic removal of water
  3. customThe solvent was removed in vacuum

Sources & evidence

ORD record
ord-4a5307c317a44b3fadc21741d2eca7e3
Source dataset
uspto-grants-2009_01
Patent number
US07482362B2

Reaction notes

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