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Regioselective Direct Carboxylation of 2-Naphthol with Supercritical CO<sub>2</sub>in the Presence of K<sub>2</sub>CO<sub>3</sub>

Regioselective Direct Carboxylation of 2-Naphthol with Supercritical CO<sub>2</sub>in the Presence of K<sub>2</sub>CO<sub>3</sub>
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摘要 A direct regioselective preparation of 2-hydroxynaphthalene-6-carboxylic acid, a useful industrial intermediate of aro-matic polyester from 2-naphthol was conducted by use of excess amount of K2CO3 (10-fold molar to 2-naphthol) under supercritical CO2 at 10 MPa and 473 K. The obtained yield under this condition was ca. 20 mol% to 2-naphthol. The further investigations may provide an alternative process to the conventional Kolbe-Schmitt reaction, because of no use of strong alkali and recoverability of K2CO3. Theoretical explanation about the regioselectivity was achieved by means of DFT calculations. A direct regioselective preparation of 2-hydroxynaphthalene-6-carboxylic acid, a useful industrial intermediate of aro-matic polyester from 2-naphthol was conducted by use of excess amount of K2CO3 (10-fold molar to 2-naphthol) under supercritical CO2 at 10 MPa and 473 K. The obtained yield under this condition was ca. 20 mol% to 2-naphthol. The further investigations may provide an alternative process to the conventional Kolbe-Schmitt reaction, because of no use of strong alkali and recoverability of K2CO3. Theoretical explanation about the regioselectivity was achieved by means of DFT calculations.
出处 《International Journal of Organic Chemistry》 2013年第3期210-213,共4页 有机化学国际期刊(英文)
关键词 Supercritical CO2 CO2 Utilization Kolbe-Schmitt Reaction CARBOXYLATION 2-NAPHTHOL Potassium Carbonate 2-Hydroxynaphthalene-6-carboxylic Acid DFT Calculation Supercritical CO2 CO2 Utilization Kolbe-Schmitt Reaction Carboxylation 2-Naphthol Potassium Carbonate 2-Hydroxynaphthalene-6-carboxylic Acid DFT Calculation
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