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Regioselective Direct Carboxylation of 2-Naphthol with Supercritical CO2 in the Presence of K2CO3

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DOI: 10.4236/ijoc.2013.33028    3,883 Downloads   5,877 Views  


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.

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S. Furukawa, K. Otokawa, O. Sasaki, K. Nakayasu and T. Yamaguchi, "Regioselective Direct Carboxylation of 2-Naphthol with Supercritical CO2 in the Presence of K2CO3," International Journal of Organic Chemistry, Vol. 3 No. 3, 2013, pp. 210-213. doi: 10.4236/ijoc.2013.33028.


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