| Budget Amount *help |
¥5,800,000 (Direct Cost: ¥5,800,000)
Fiscal Year 1989: ¥1,100,000 (Direct Cost: ¥1,100,000)
Fiscal Year 1988: ¥4,700,000 (Direct Cost: ¥4,700,000)
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| Research Abstract |
The oxygenation of 9-methylanthracene with t-BuOK (0.2 M) in HMPA-t-BuOH afforded anthraquinone selectively. On the other hand, no anthraquinone was obtained from 2-methylanthracene or from anthracene. Reaction mechanism is of interest.
The oxygenation of p-cresol in the presence of NAOH and CoCl_2 in a polar solvent affords p-hydroxybenzaldehyde, which is an important synthetic intermediate. In the oxygenation of p-cresol in the presence of NAOH (4.5 M) and CoCl_2 (0.1 M) in MeOH-t-BuOH at 60ﾟC for 50 h, the p-cresol conversion was 90 % and p-hydroxybenzaldehyde was obtained in 66% selectivity. In aprotic polar solvents such as HMPA, the p-hydroxybenzaldehyde selectivity was as low as 10%, and the yield of p-hydroxybenzaldehyde was not greater than 38% in a single solvent such as methanol, ethanol, and t-butanol. Among the transition metal chlorides, CoCl_2 was the most effective additive, compared with the chlorides of Ni, Fe, and Mn. As for the Co catalysts, satisfactory results were obtained except for Co_3O_4.
In this research, the effects of base catalysts, solvent, and transition metal salt additives on the oxidation rate and the product distribution were investigated in the base-catalyzed oxygenation of aromatic compounds in order to effectively convert methylaromatics to aldehydes and carboxylic acids, and important results were obtained.
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