- The mercury-mediated decarboxylation (Pesci reaction) of naphthoic anhydrides investigated by microwave synthesis
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The mercury-mediated decarboxylation (Pesci reaction) of several substituted naphthoic anhydrides has been investigated by microwave synthesis. A laboratory microwave reactor was found to be ideal for small-scale preparations of this slow reaction, reducing reaction times from typically four days to less than 1 h for the three-step process. The ionic reaction medium rapidly heated to high temperatures under microwave heating and could be efficiently maintained by low microwave power settings. Generation of stoichiometric CO2 was safely contained within the reaction tubes. A simplified reaction procedure has been developed. For substituted naphthoic anhydrides, 1H NMR analysis of the naphthoate ester derivatives indicated no change in the regioisomer ratio compared to previously reported thermal values.
- Moseley, Jonathan D.,Gilday, John P.
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p. 4690 - 4697
(2007/10/03)
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- Process for the preparation of aromatic methyl methoxycarboxylates
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The invention relates to a preparation process for aromatic methyl methoxycarboxylates by reaction of aromatic hydroxycarboxylic acids in the form of a mixture with the methoxycarboxylic acids with dimethyl sulphate in water.
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- Efficient syntheses of some 1-naphthylalkyl ketones and studies on their autooxidation in basic medium
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Birch reductions of 4,6-dimethoxy-1-naphthylalkyl ketones 1 provided in fair to good yields the demethoxylated products, 6-methoxy-1-naphthylalkyl ketones 2(a-g), not easily accessible by other procedures. Autooxidation of these ketones in basic medium afforded the diketones 6(a-c), the acid 2h, and interestingly the phenol 5. Extension of this reduction to the related tricyclic ketone 8 afforded 9a, the phenolic ketone 9b; and significantly the dihydrocoumarin derivative 10 as a result of autooxidation of 9a. The mechanisms for demethoxylation and autooxidation have been discussed.
- Chatterjee,Raychaudhuri,Chatterjee
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p. 3653 - 3660
(2007/10/02)
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