p-Toluenesulfonic acid → HCID 57289826, compound

HRID 2099934Notes

Reaction equation

HRID 2099934 reaction equation
C(O[CH:6]1[O:10][N:9]=[C:8]([C:11](=[O:20])[C:12]2[CH:17]=[CH:16][C:15]([O:18][CH3:19])=[CH:14][CH:13]=2)[CH2:7]1)CCC.C1(C)C=CC(S(O)(=O)=O)=CC=1.C(=O)([O-])O.[Na+]>C1(C)C=CC=CC=1>[CH3:19][O:18][C:15]1[CH:14]=[CH:13][C:12]([C:11]([C:8]2[CH:7]=[CH:6][O:10][N:9]=2)=[O:20])=[CH:17][CH:16]=1

Participants

5

Reactant 3

HCID 6101p-Toluenesulfonic acidHCID 516892Sodium BicarbonateHCID 68856341HCID 68856341, compound

Product 1

HCID 57289826HCID 57289826, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

20.4 g of 5-butoxy-3-(4-methoxybenzoyl)-2-isoxazoline and 1.4 g of p-toluenesulfonic acid in 200 ml of toluene are stirred under reflux for 8 hours. Stirring with 50 ml of sodium hydrogen carbonate solution is then carried out and the aqueous phase is separated off. After concentration of the organic phase and purification over silica gel, 3-(4-methoxybenzoyl)isoxazole is obtained in the form of colourless crystals, m.p: 71-73° C.

Workup

  1. temperatureunder reflux for 8 hours
  2. customthe aqueous phase is separated off
  3. customAfter concentration of the organic phase and purification over silica gel

Sources & evidence

ORD record
ord-9abf016bbf22417ba9180bf94e3ad67e
Source dataset
uspto-grants-2009_08
Patent number
US07569727B2

Reaction notes

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