Acetic Acid → HCID 22420389, compound

HRID 1720162Notes

Reaction equation

HRID 1720162 reaction equation
[OH:1][C:2]1[CH:17]=[C:16]([O:18][CH3:19])[CH:15]=[CH:14][C:3]=1[C:4]([C:6]1[CH:7]=C([CH:11]=[CH:12][CH:13]=1)C#N)=[O:5].Cl.[C:21]([OH:24])(=[O:23])[CH3:22]>>[OH:1][C:2]1[CH:17]=[C:16]([O:18][CH3:19])[CH:15]=[CH:14][C:3]=1[C:4]([C:6]1[CH:7]=[C:22]([CH:11]=[CH:12][CH:13]=1)[C:21]([OH:24])=[O:23])=[O:5]

Participants

4

Reactant 3

HCID 176Acetic AcidHCID 313Hydrochloric AcidHCID 22420409HCID 22420409, compound

Product 1

HCID 22420389HCID 22420389, compound

Procedure

A solution of, 3-(2-hydroxy-4-methoxybenzoyl)benzonitrile (from the synthesis of Example 26; 2.75 g) in a mixture of concentrated hydrochloric acid (30 g) and acetic acid (30 g) is heated under reflux for 4 hours. The precipitate which forms is collected by filtration and recrystallized from ethanol to yield 3-(2-hydroxy-4-methoxybenzoyl)benzoic acid (1.5 g), m.p. 229°-236° C.

Workup

  1. temperatureis heated
  2. temperatureunder reflux for 4 hours
  3. filtrationThe precipitate which forms is collected by filtration
  4. customrecrystallized from ethanol

Sources & evidence

ORD record
ord-28153c5dc47f4a8783ab9a7dea299ee8
Source dataset
uspto-grants-1996_04
Patent number
US05504244

Reaction notes

Loading…