4-Aminobenzoic Acid → 4-Aminocyclohexanecarboxylic acid

HRID 2413693Notes

Reaction equation

HRID 2413693 reaction equation
[NH2:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([OH:8])=[O:7])=[CH:4][CH:3]=1>[Pt]>[NH2:1][CH:2]1[CH2:10][CH2:9][CH:5]([C:6]([OH:8])=[O:7])[CH2:4][CH2:3]1

Participants

3

Reactant 1

HCID 9784-Aminobenzoic Acid

Product 1

HCID 1715604-Aminocyclohexanecarboxylic acidYield 67%

Reagents, catalysts & solvents 1

HCID 23939PlatinumCatalyst

Procedure

p-Aminobenzoic acid is hydrogenated in the presence of a platinum catalyst to give a yield of 67% of theory of 4-aminocyclohexylcarboxylic acid; m.p. 256°-258° C. The reaction with phosphorus trichloride/phosphorous acid takes place in the manner described in Example 1 and gives the desired compound in a yield of 32% of theory; m.p. 235°-238° C. (decomp.); Mrel =0.27.

Sources & evidence

ORD record
ord-21dab8afcef3406d9e6a80d71f65da98
Source dataset
uspto-grants-1988_01
Patent number
US04719203

Reaction notes

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