Potassium Hydroxide → HCID 19794414, compound

HRID 1646924Notes

Reaction equation

HRID 1646924 reaction equation
[NH2:1][CH2:2][C:3]1[CH:19]=[CH:18][C:6]([CH2:7][C:8]2[CH:17]=[CH:16][CH:15]=[CH:14][C:9]=2[C:10]([O:12]C)=[O:11])=[CH:5][CH:4]=1.[OH-].[K+]>CO>[NH2:1][CH2:2][C:3]1[CH:19]=[CH:18][C:6]([CH2:7][C:8]2[CH:17]=[CH:16][CH:15]=[CH:14][C:9]=2[C:10]([OH:12])=[O:11])=[CH:5][CH:4]=1

Participants

4

Reactant 2

HCID 14797Potassium HydroxideHCID 19794422Methyl 2-(4-aminomethylbenzyl)benzoate

Product 1

HCID 19794414HCID 19794414, compoundYield 57%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Methyl 2-(4-aminomethylbenzyl)benzoate (2.41 g, 0.01 moles) is dissolved in 50 mL methanol and 10 mL of 50% KOH is added. The mixture is heated at reflux for 6 hours, concentrated in vacuo and then acidified to yield 1.3 g (57%) of title compound as a precipitate. Mass Spec (DCl) m/z 228. Further purification is achieved by forming the HCl salt in isopropanol/saturated with HCl gas.

Workup

  1. temperatureThe mixture is heated
  2. temperatureat reflux for 6 hours
  3. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-b41d76939ba641c1a7911abfd796e802
Source dataset
uspto-grants-1993_01
Patent number
US05182288

Reaction notes

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