Hippuric Acid → HCID 224685, compound

HRID 2291673Notes

Reaction equation

HRID 2291673 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]([CH:9]=O)=[CH:7][CH:8]=1.[C:11]([OH:23])(=[O:22])[CH2:12][NH:13][C:14]([C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)=O.C([O-])(=O)C.[Na+]>C(OC(=O)C)(=O)C>[C:16]1([C:14]2[O:23][C:11](=[O:22])[C:12](=[CH:9][C:6]3[CH:7]=[CH:8][C:3]([O:2][CH3:1])=[CH:4][CH:5]=3)[N:13]=2)[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=1

Participants

5

Reactant 3

HCID 464Hippuric AcidHCID 312444-MethoxybenzaldehydeHCID 517045Sodium Acetate

Product 1

HCID 224685HCID 224685, compoundYield 83%

Reagents, catalysts & solvents 1

HCID 7918Acetic AnhydrideSolvent

Procedure

20 ml of anisaldehyde, 50 ml of acetic anhydride, 33.7 g of hippuric acid and 6.7 g of sodium acetate were mixed well and heated on a water bath for 30 minutes. The precipitated crystals were washed with hot water and then filtered. They were then recrystallized from benzene and dried to obtain 40 g of 2-phenyl-4-(4-methoxybenzylidene)-5-oxazolone. Yield: 83%.

Workup

  1. temperatureheated on a water bath for 30 minutes
  2. washThe precipitated crystals were washed with hot water
  3. filtrationfiltered
  4. customThey were then recrystallized from benzene
  5. customdried

Sources & evidence

ORD record
ord-83640d19e64740eeb25c38a590e4f372
Source dataset
uspto-grants-1989_01
Patent number
US04797493

Reaction notes

Loading…