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ChemicalBook CAS DataBase List 1,2-Phenylenediacetic acid

1,2-Phenylenediacetic acid synthesis

10synthesis methods
-

Yield: 56%

Reaction Conditions:

with hydrogenchloride;waterReflux;

Steps:

3
Example No.3. Synthesis of 2,2'-(l,2-phenylene)diacetic acid.[0055] The above dinitrile was dissolved in 50 mL concentrated HC1 and refluxed for 3 h. Water (30 mL) was added and the reaction heated overnight, then cooled and washed with ether. The organic layer was extracted twice with sodium carbonate. Combined aqueous layers were acidified and extracted with ether, which was dried (MgSO4), filtered and concentrated. The diacid was obtained as a pale yellow solid in 56% yield: mp 123 - 125 °C; 1H NMR (250 MHz, DMSO-D6) 5 3.58 (s, 4H), 7.20 (s, 4H), 12.34 (br s, 2H); 13C NMR (63 MHz, DMSO-D6) 37.1 (2C), 126.8 (2C), 130.6 (2C), 134.1 (2C), 172.4 (2C).

References:

EXXONMOBIL RESEARCH AND ENGINEERING COMPANY;DAKKA, Jihad M.;MOZELESKI, Edmund J.;BAUGH, Lisa S.;BENITEZ, Frank, M. WO2011/41349, 2011, A1 Location in patent:Page/Page column 19-20

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