Hydrochloric Acid → 4-{[(4-Decylphenyl)methyl]amino}benzoic acid

HRID 2052517Notes

Reaction equation

HRID 2052517 reaction equation
[CH2:1]([C:11]1[CH:29]=[CH:28][C:14]([CH2:15][NH:16][C:17]2[CH:27]=[CH:26][C:20]([C:21]([O:23]CC)=[O:22])=[CH:19][CH:18]=2)=[CH:13][CH:12]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH3:10].[OH-].[K+].C(O)C.Cl>O>[CH2:1]([C:11]1[CH:29]=[CH:28][C:14]([CH2:15][NH:16][C:17]2[CH:27]=[CH:26][C:20]([C:21]([OH:23])=[O:22])=[CH:19][CH:18]=2)=[CH:13][CH:12]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH3:10]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 702EthanolHCID 14797Potassium HydroxideHCID 13079690Ethyl 4-{[(4-decylphenyl)methyl]amino}benzoate

Product 1

HCID 130796894-{[(4-Decylphenyl)methyl]amino}benzoic acid

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 10 g. of ethyl p-{[(p-decyl)benzyl]amino}benzoate (prepared as described in Example 58) and 2.84 g. of potassium hydroxide in 90 ml. of 95% ethanol is refluxed for 5 hours. Concentrated hydrochloric acid is added and the mixture diluted with 100 ml. of water. Filtration gives crystals which are washed with water to give a crude product. Recrystallization from ethanol gives white crystals, m.p. 135°-136° C.

Workup

  1. additionA mixture of 10 g
  2. additionthe mixture diluted with 100 ml
  3. filtrationFiltration
  4. customgives crystals which
  5. washare washed with water

Sources & evidence

ORD record
ord-ffae85fb0bda420d956c1a4964ab7f91
Source dataset
uspto-grants-1980_01
Patent number
US04185115

Reaction notes

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