4-Aminophenylacetic acid → 2951-94-2

HRID 2413694Notes

Reaction equation

HRID 2413694 reaction equation
NC1C=CC(CC(O)=O)=CC=1.[C:12]([C:14]1[CH:19]=[CH:18][C:17]([CH2:20][C:21]([OH:23])=[O:22])=[CH:16][CH:15]=1)#[N:13]>[Pt].Cl>[NH2:13][CH2:12][CH:14]1[CH2:19][CH2:18][CH:17]([CH2:20][C:21]([OH:23])=[O:22])[CH2:16][CH2:15]1

Participants

5

Reactant 2

HCID 145334-Aminophenylacetic acidHCID 795874-Cyanophenylacetic acid

Product 1

HCID 137999382951-94-2Yield 63%

Reagents, catalysts & solvents 2

HCID 23939PlatinumCatalystHCID 313Hydrochloric AcidSolvent

Procedure

The p-aminophenylacetic acid described in Example 1 is converted into p-cyanophenylacetic acid by diazotisation in the manner described in J. Chem. Soc., 1941, 745, the yield being 47% of theory; m.p. 138°-141° C. It is then hydrogenated in the presence of platinum catalyst in hydrochloric acid solution to give 4-aminomethylcyclohexylacetic acid; yield 63% of theory; m.p. 120-123° C. (decomp.).

Sources & evidence

ORD record
ord-3ef7d7ccfe7449e29204946a323c0f56
Source dataset
uspto-grants-1988_01
Patent number
US04719203

Reaction notes

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