Acetic Acid → HCID 21432883, compound

HRID 1701354Notes

Reaction equation

HRID 1701354 reaction equation
[Cl:1][C:2]1[CH:18]=[CH:17][C:5]([C:6]([C:8]2[C:9](C)=[C:10]([CH:13]=[CH:14][CH:15]=2)C#N)=[O:7])=[CH:4][CH:3]=1.[C:19]([OH:22])(=[O:21])[CH3:20].S(=O)(=O)(O)O>O>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:6]([C:8]2[C:9]([CH3:10])=[C:20]([CH:13]=[CH:14][CH:15]=2)[C:19]([OH:22])=[O:21])=[O:7])=[CH:17][CH:18]=1

Participants

5

Conditions

Temperature
80 °C

Procedure

A mixture of 28 g of 3-p-chlorobenzoyl-2-methyl-benzonitrile, 210 cc of glacial acetic acid, 210 cc of water and 210 cc of concentrated sulfuric acid was refluxed overnight and after cooling to 80° C., the reaction mixture was added to a water-ice mixture. The mixture was vacuum filtered and the resulting precipitate was washed with water until the wash waters were neutral and then dried under reduced pressure to obtain 29.9 g of 3-p-chlorobenzoyl-2-methyl-benzoic acid melting at 205° C. The product was soluble in ethanol and chloroform and slightly soluble in ethyl ether. After crystallization from methanol for analysis, the product melted at 206° C.

Workup

  1. temperaturewas refluxed overnight
  2. filtrationfiltered
  3. washthe resulting precipitate was washed with water until the wash waters
  4. customdried under reduced pressure

Sources & evidence

ORD record
ord-63e6c94ff4bd4c0eb9f38e6845a1a669
Source dataset
uspto-grants-1980_03
Patent number
US04192890

Reaction notes

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