Hydrochloric Acid → 4-[(10-Phenyldecyl)amino]benzoic acid

HRID 1703090Notes

Reaction equation

HRID 1703090 reaction equation
[C:1]1([CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][NH:17][C:18]2[CH:28]=[CH:27][C:21]([C:22]([O:24]CC)=[O:23])=[CH:20][CH:19]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[OH-].[K+].C(O)C.O.Cl>O>[C:1]1([CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][NH:17][C:18]2[CH:19]=[CH:20][C:21]([C:22]([OH:24])=[O:23])=[CH:27][CH:28]=2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 14797Potassium HydroxideHCID 13079661Ethyl 4-[(10-phenyldecyl)amino]benzoateHCID 19096565Water ethanol

Product 1

HCID 130796604-[(10-Phenyldecyl)amino]benzoic acid

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 7.0 g. of ethyl p-[(10-phenyldecyl)amino]benzoate (prepared as described in Example 28), 7 g. of potassium hydroxide and 100 ml. of ethanol-water (9:1) is refluxed for 3.5 hours. The mixture is acidified while hot with concentrated hydrochloric acid, diluted with water, cooled and filtered to give white crystals, m.p. 80°-87° C. Recrystallization from ethanol gives white crystals m.p. 96°-98° C.

Workup

  1. additionA mixture of 7.0 g
  2. temperaturecooled
  3. filtrationfiltered
  4. customto give white crystals, m.p. 80°-87° C
  5. customRecrystallization from ethanol

Sources & evidence

ORD record
ord-324304956cb04e0291cd8a7fdcf78f9a
Source dataset
uspto-grants-1982_09
Patent number
US04350822

Reaction notes

Loading…