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

HRID 2071699Notes

Reaction equation

HRID 2071699 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.NC[C@@H]1CC[C@H](C(O)=O)CC1.[H][H]>[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

6

Reactant 3

HCID 655264-(Aminomethyl)Benzoic AcidHCID 178418361HCID 178418361, compoundHCID 178511261HCID 178511261, compound

Product 1

HCID 178511262HCID 178511262, compound

Reagents, catalysts & solvents 2

HCID 23950RutheniumCatalystHCID 14798Sodium HydroxideSolvent

Procedure

Trans-4-aminomethylcyclohexane-1-carboxylic acid was prepared using 30 g of p-aminomethylbenzoic acid, 3 g of 5% ruthenium supported on activated carbon and 300 ml of 14N hydrochloric acid or a 20% aqueous sodium hydroxide solution as a solvent under the conditions shown in Table 2 below. For the purposes of comparison, the results obtained by isomerizing 100% cis-4-aminomethylcyclohexane-1-carboxylic acid under the same conditions as above but without using hydrogen for reduction are also shown in Table 2.

Workup

  1. customFor the purposes of comparison, the results obtained

Sources & evidence

ORD record
ord-c9e4722ef0d64534a1a2f8ac742257c6
Source dataset
uspto-grants-1977_09
Patent number
US04048222

Reaction notes

Loading…