4-(Aminomethyl)Benzoic Acid → HCID 178511262, compound

HRID 2071700Notes

Reaction equation

HRID 2071700 reaction equation
[NH2:1][CH2:2][C:3]1[CH:11]=[CH:10][C:6]([C:7]([OH:9])=[O:8])=[CH:5][CH:4]=1>[OH-].[Na+].[Ru]>[NH2:1][CH2:2][C@H:3]1[CH2:4][CH2:5][C@H:6]([C:7]([OH:9])=[O:8])[CH2:10][CH2:11]1

Participants

4

Reactant 1

HCID 655264-(Aminomethyl)Benzoic Acid

Product 1

HCID 178511262HCID 178511262, compound

Reagents, catalysts & solvents 2

HCID 23950RutheniumCatalystHCID 14798Sodium HydroxideSolvent

Procedure

30 g of p-aminomethylbenzoic acid, 3 g of 5% ruthenium supported on activated carbon and 100 ml of an aqueous sodium hydroxide solution as a solvent under the conditions shown in Table 4 below were charged in an autoclave and then reacted at a temperature of 80° C, 100° C, and 150° C, respectively, under an initial hydrogen pressure of 150 kg/cm2 to obtain trans-4-aminomethylcyclohexane-1-carboxylic acid in each case. The reaction product thus obtained was in the form of the sodium salt and was converted into the free acid using an ion-exchange resin.

Workup

  1. additionbelow were charged in an autoclave
  2. customreacted at a temperature of 80° C, 100° C, and 150° C

Sources & evidence

ORD record
ord-c18102f5ea7544b792faaaaf8f562f35
Source dataset
uspto-grants-1977_09
Patent number
US04048222

Reaction notes

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