4-Phenylbutyric Acid → HCID 19375350, compound

HRID 2211079Notes

Reaction equation

HRID 2211079 reaction equation
[CH2:1]([C:7]1[CH:12]=[CH:11][C:10]([C:13]2[S:14][C:15]([C:18]3[CH:23]=[CH:22][C:21]([OH:24])=[CH:20][CH:19]=3)=[CH:16][N:17]=2)=[CH:9][CH:8]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH3:6].[C:25]1([CH2:31][CH2:32][CH2:33][C:34](O)=[O:35])[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1.C1(N=C=NC2CCCCC2)CCCCC1>ClCCl>[C:25]1([CH2:31][CH2:32][CH2:33][C:34]([O:24][C:21]2[CH:20]=[CH:19][C:18]([C:15]3[S:14][C:13]([C:10]4[CH:9]=[CH:8][C:7]([CH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH3:6])=[CH:12][CH:11]=4)=[N:17][CH:16]=3)=[CH:23][CH:22]=2)=[O:35])[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1

Participants

5

Reactant 3

HCID 47754-Phenylbutyric AcidHCID 10868DicyclohexylcarbodiimideHCID 233547624-{2-(4-Hexylphenyl)thiazole-5-yl}phenol

Product 1

HCID 19375350HCID 19375350, compoundYield 26.9%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

0.675 g of 4-{2-(4-hexylphenyl)thiazole-5-yl}phenol, 0.328 g of 4-phenylbutanoic acid, 0.41 g of DCC (1,3-dicyclohexylcarbodiimide) and 40 mg of 4-(N-pyrrolidino)pyridine were dissolved in 40 ml of dichloromethane, followed by stirring overnight. After the reaction, the reaction mixture was subjected to filtration to remove an insoluble matter, followed by distilling-off of the solvent and purification by silica gel column chromatography to obtain 0.260 g of an objective product (Yield: 26.9%).

Workup

  1. customAfter the reaction
  2. filtrationthe reaction mixture was subjected to filtration
  3. customto remove an insoluble matter
  4. distillationfollowed by distilling-off of the solvent and purification by silica gel column chromatography

Sources & evidence

ORD record
ord-e79822a344e044f0b07fc96ff62755c3
Source dataset
uspto-grants-1995_10
Patent number
US05462694

Reaction notes

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