Hydrochloric Acid → 4-(4-Acetyl-3-hydroxy-2-propylbenzylamino)benzoic acid

HRID 1030345Notes

Reaction equation

HRID 1030345 reaction equation
[C:1]([C:4]1[CH:22]=[CH:21][C:7]([CH2:8][NH:9][C:10]2[CH:20]=[CH:19][C:13]([C:14]([O:16]CC)=[O:15])=[CH:12][CH:11]=2)=[C:6]([CH2:23][CH2:24][CH3:25])[C:5]=1[OH:26])(=[O:3])[CH3:2].Cl>>[C:1]([C:4]1[CH:22]=[CH:21][C:7]([CH2:8][NH:9][C:10]2[CH:20]=[CH:19][C:13]([C:14]([OH:16])=[O:15])=[CH:12][CH:11]=2)=[C:6]([CH2:23][CH2:24][CH3:25])[C:5]=1[OH:26])(=[O:3])[CH3:2]

Participants

3

Reactant 2

HCID 313Hydrochloric AcidHCID 15682682Ethyl 4-(4-acetyl-3-hydroxy-2-propylbenzylamino)benzoate

Product 1

HCID 156826834-(4-Acetyl-3-hydroxy-2-propylbenzylamino)benzoic acid

Procedure

A solution of 7.1 g. of the ester prepared in Example 46 in 100 ml. of hydrochloric acid was heated to reflux for one hour. The precipitate which formed on cooling was recovered by filtration and dried to give 1.3 g. of the desired title product, m.p. 202°-204° C.

Workup

  1. temperatureto reflux for one hour
  2. customThe precipitate which formed
  3. temperatureon cooling
  4. filtrationwas recovered by filtration
  5. customdried
  6. customto give 1.3 g

Sources & evidence

ORD record
ord-abf8d242e2a7478d8d68967bf75f68ea
Source dataset
uspto-grants-1992_04
Patent number
US05105017

Reaction notes

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