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

HRID 275379Notes

Reaction equation

HRID 275379 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-fad9aa6231214a51a6aca355e0b70b5a
Source dataset
uspto-grants-1995_02
Patent number
US05393768

Reaction notes

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