Hydrochloric Acid → 4-[(8-Phenyloctyl)amino]benzoic acid

HRID 2052499Notes

Reaction equation

HRID 2052499 reaction equation
[C:1]1([CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][NH:15][C:16]2[CH:26]=[CH:25][C:19]([C:20]([O:22]CC)=[O:21])=[CH:18][CH:17]=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][NH:15][C:16]2[CH:17]=[CH:18][C:19]([C:20]([OH:22])=[O:21])=[CH:25][CH:26]=2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 14797Potassium HydroxideHCID 13079665Ethyl 4-[(8-phenyloctyl)amino]benzoateHCID 19096565Water ethanol

Product 1

HCID 130796644-[(8-Phenyloctyl)amino]benzoic acid

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 7 g. of ethyl p-[(8-phenyloctyl)amino]benzoate (prepared as described in Example 32), 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, chilled and filtered. The solid is washed with water to give off-white crystals, m.p. 113°-115° C. Recrystallization from ethanol gives white crystals, m.p. 113°-115° C.

Workup

  1. additionA mixture of 7 g
  2. temperaturechilled
  3. filtrationfiltered
  4. washThe solid is washed with water
  5. customto give off-white crystals, m.p. 113°-115° C
  6. customRecrystallization from ethanol
  7. customgives white crystals, m.p. 113°-115° C.

Sources & evidence

ORD record
ord-0496fc516e454dcb8019e7fd53d37faf
Source dataset
uspto-grants-1980_01
Patent number
US04185115

Reaction notes

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