(2-Nitrophenyl)acetic acid → Ethyl 2-(2-aminophenyl)acetate

HRID 1904015Notes

Reaction equation

HRID 1904015 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[CH2:10][C:11]([OH:13])=[O:12])([O-])=O.Cl.[CH2:15](O)[CH3:16]>[Pd].C(O)C>[CH2:15]([O:13][C:11](=[O:12])[CH2:10][C:5]1[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=1[NH2:1])[CH3:16]

Participants

5

Reactant 2

HCID 77337(2-Nitrophenyl)acetic acidHCID 21887872Ethanol hydrochloride

Product 1

HCID 5743383Ethyl 2-(2-aminophenyl)acetate

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

In 15% hydrogen chloride-ethanol, m- or o-nitrophenylacetic acid was ethyl-esterified and the resulting ethyl ester was hydrogenated with palladium catalyst in ethanol to give m- or o-aminophenylacetic acid ethyl ester.

Sources & evidence

ORD record
ord-ba50d1f2bf4f4509a0a84081c11cbc00
Source dataset
uspto-grants-1984_03
Patent number
US04439448

Reaction notes

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