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

HRID 1703110Notes

Reaction equation

HRID 1703110 reaction equation
[CH2:1]([O:8][C:9]1[CH:27]=[CH:26][C:12]([CH2:13][NH:14][C:15]2[CH:25]=[CH:24][C:18]([C:19]([O:21]CC)=[O:20])=[CH:17][CH:16]=2)=[CH:11][CH:10]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH3:7].[OH-].[K+].C(O)C.Cl>O>[CH2:1]([O:8][C:9]1[CH:10]=[CH:11][C:12]([CH2:13][NH:14][C:15]2[CH:16]=[CH:17][C:18]([C:19]([OH:21])=[O:20])=[CH:24][CH:25]=2)=[CH:26][CH:27]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH3:7]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 702EthanolHCID 14797Potassium HydroxideHCID 13079688Ethyl 4-({[4-(heptyloxy)phenyl]methyl}amino)benzoate

Product 1

HCID 130796874-({[4-(Heptyloxy)phenyl]methyl}amino)benzoic acid

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 5 g. of ethyl p-[p-(heptyloxy)benzyl]amino benzoate (prepared as described in Example 54), 1.51 g. of potassium hydroxide and 50 ml. of 95% ethanol is refluxed for 5 hours. Concentrated hydrochloric acid is added and the mixture diluted with 150 ml. of water. Chilling and filtering gives crystals which are recrystallized from ethanol to give white crystals, m.p. 148°-152.5° C.

Workup

  1. additionA mixture of 5 g
  2. additionthe mixture diluted with 150 ml
  3. temperatureChilling
  4. filtrationfiltering
  5. customgives crystals which
  6. customare recrystallized from ethanol
  7. customto give white crystals, m.p. 148°-152.5° C.

Sources & evidence

ORD record
ord-8281fe83063f4141b6905f25d32b3da9
Source dataset
uspto-grants-1982_09
Patent number
US04350822

Reaction notes

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