Hydrochloric Acid → 4-(14-Methylpentadecyl)aminobenzoic acid

HRID 1680300Notes

Reaction equation

HRID 1680300 reaction equation
[CH3:1][CH:2]([CH3:28])[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][NH:16][C:17]1[CH:27]=[CH:26][C:20]([C:21]([O:23]CC)=[O:22])=[CH:19][CH:18]=1.[OH-].[K+].C(O)C.Cl>O>[CH3:1][CH:2]([CH3:28])[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][NH:16][C:17]1[CH:18]=[CH:19][C:20]([C:21]([OH:23])=[O:22])=[CH:26][CH:27]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 702EthanolHCID 14797Potassium HydroxideHCID 20437387Ethyl 4-(14-methylpentadecyl)aminobenzoate

Product 1

HCID 204373644-(14-Methylpentadecyl)aminobenzoic acid

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A 4 g. (10.3 m mole) sample of ethyl 4-(14-methylpentadecyl)aminobenzoate is hydrolyzed with 2.0 g. (3 eq) 85% potassium hydroxide in 60 ml. 95% ethanol by refluxing the solution for 5 hours. The solution is cooled, diluted with 100 ml. water and acidified to pH 4.5 with 37% hydrochloric acid. The precipitate is collected and dried in vacuo to yield the title compound as a white powder.

Workup

  1. temperatureThe solution is cooled
  2. additiondiluted with 100 ml
  3. customThe precipitate is collected
  4. customdried in vacuo

Sources & evidence

ORD record
ord-d79a27363e3544d1b4331ba0d01dd25f
Source dataset
uspto-grants-1981_06
Patent number
US04272546

Reaction notes

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