Acetic Acid → HCID 12408801, compound

HRID 1729788Notes

Reaction equation

HRID 1729788 reaction equation
[NH2:1][C:2]1[C:3]([C:16](=[O:23])[C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)=[C:4]([O:11][CH2:12][CH2:13][CH2:14][CH3:15])[CH:5]=[C:6]([CH:10]=1)[C:7]([OH:9])=[O:8].[C:24](OC(=O)C)(=[O:26])[CH3:25].C(O)(=O)C>O>[C:24]([NH:1][C:2]1[C:3]([C:16](=[O:23])[C:17]2[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=2)=[C:4]([O:11][CH2:12][CH2:13][CH2:14][CH3:15])[CH:5]=[C:6]([CH:10]=1)[C:7]([OH:9])=[O:8])(=[O:26])[CH3:25]

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 7918Acetic AnhydrideHCID 12408786HCID 12408786, compound

Product 1

HCID 12408801HCID 12408801, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 5-amino-4-benzoyl-3-n-butoxybenzoic acid (0.8 g), acetic anhydride (0.8 ml) and acetic acid (8.0 ml) is heated on a steam-bath for 1 hour. After cooling, the resulting solution is poured into water (about 20 ml) and the mixture is left at room temperature for about 20 hours. The resulting precipitate is collected by filtration and washed with water. After drying and recrystallization twice from aqueous ethanol, 5-acetamido-4-benzoyl-3-n-butoxybenzoic acid is obtained with a melting point of 177°-178° C.

Workup

  1. temperatureis heated on a steam-bath for 1 hour
  2. temperatureAfter cooling
  3. filtrationThe resulting precipitate is collected by filtration
  4. washwashed with water
  5. customAfter drying
  6. customrecrystallization twice from aqueous ethanol

Sources & evidence

ORD record
ord-dfa3c3eac7a740b8bbf8d0c4725ce83b
Source dataset
uspto-grants-1976_11
Patent number
US03989745

Reaction notes

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