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(4-AMino-2-Methylphenyl)acetic acid Methyl ester synthesis

2synthesis methods
415912-62-8 Synthesis
Methyl 2-(2-Methyl-4-nitrophenyl)acetate

415912-62-8
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(4-AMino-2-Methylphenyl)acetic acid Methyl ester

192650-52-5
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Yield:-

Reaction Conditions:

with ammonium formate;palladium 10% on activated carbon in tetrahydrofuran;methanol; for 3 h;

Steps:

5

To a solution of 2-methyl-4-nitro phenylacetic acid methyl ester (10 mmol) in dry THF (20 ML) and methyl alcohol (20 mL), ammonium formate (0.1 mol) and 10% PD/C (0.5 g) have been added and the resulting mixture has been left stirring for 3 h, until complete disappearance of the starting reagent. The catalyst has been filtered off and the filtrate evaporated under vacuum to give 2-methyl-4-amino phenylacetic acid methyl ester as a waxy solid (9.22 MMOL). IH-NMR (CDC13) : 5 7.51 (M, 1H) ; 7.40 (m, 1H) ; 7.15 (m, 1H); 5.00 (bs, 2H, NH 2) ; 3. 82 (s, 2H); 3.65 (s, 3H); 2.20 (s, 3H).

References:

WO2004/69782,2004,A2 Location in patent:Page 24