Preparation method of indole-4-methyl formate
A technology of methyl formate and methyl benzoate, which is applied in the field of medicine, can solve the problems of high production cost, many by-products, and environmental pollution, and achieve the effect of low cost, few by-products, and no environmental pollution
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Embodiment 1
[0014] Example 1: A preparation method of methyl indole-4-carboxylate, at room temperature, 20.7 g of methyl 2-(2-nitrovinyl) benzoate, 83 g of triethyl phosphite, and 0.7 g of palladium acetate The mixture of g is placed in a closed container with 50ml of acetonitrile, the mixture is dissolved in acetonitrile solvent, the closed container is evacuated, and then 1 atmospheric pressure of nitrogen is introduced into the closed container, and then 2 to 4 atmospheric pressure of nitrogen are introduced into the closed container. Carbon monoxide, heat up to 80°C, stir for 8 hours, the reaction is complete, evaporate the solvent under reduced pressure, add 200ml of ethyl acetate to obtain an organic layer, wash the organic layer with 100ml of water twice, dry with anhydrous magnesium sulfate, and concentrate under reduced pressure , to obtain 16.6g solid indole-4-methyl carboxylate, the yield is 95%; NMR analysis: 1H-NMR (300MHz, CDCl 3 ) δ: 8.4(br, s, 1H); 7.67 (m, 1H); 7.5-7.2(m,...
Embodiment 2
[0015] Example 2: A preparation method of methyl indole-4-carboxylate, at room temperature, 20.7 g of methyl 2-(2-nitrovinyl) benzoate, 50 g of triethyl phosphite, and 0.4 g of palladium acetate The mixture of g is placed in a closed container with 50ml N, N'-dimethylformamide, the mixture is dissolved in N, N'-dimethylformamide solvent, the closed container is evacuated, and then Nitrogen of 1 atmospheric pressure was introduced, and then carbon monoxide of 2 to 4 atmospheric pressures was introduced, the temperature was raised to 100° C., stirred for 12 hours, the reaction was complete, the solvent was evaporated under reduced pressure, and 200 ml of ethyl acetate was added to obtain an organic layer. The organic layer was washed twice with 100ml of water, dried with anhydrous magnesium sulfate, and concentrated under reduced pressure to obtain 15.8g of solid indole-4-methyl carboxylate, with a yield of 91%; proton nuclear magnetic spectrum analysis: 1H-NMR (300MHz, CDCl 3 )...
Embodiment 3
[0016] Example 3: A preparation method of methyl indole-4-carboxylate, at room temperature, 20.7 g of methyl 2-(2-nitrovinyl) benzoate, 120 g of triethyl phosphite, and 0.8 g of palladium acetate The mixture of g is placed in the airtight container that 50ml ethylene glycol dimethyl ether is housed, and mixture is dissolved in ethylene glycol dimethyl ether solvent, and vacuumizes in the airtight container, feeds the nitrogen of 1 atmospheric pressure in the airtight container again, Then feed carbon monoxide at 2 to 4 atmospheres, heat up to 120° C., stir for 10 hours, the reaction is complete, evaporate the solvent under reduced pressure, add 200 ml of ethyl acetate to obtain an organic layer, and wash the organic layer twice with 100 ml of water. Dry with anhydrous magnesium sulfate, concentrate under reduced pressure, obtain 17.1g solid indole-4-methyl carboxylate, yield is 98%; NMR analysis: 1H-NMR (300MHz, CDCl 3 ) δ: 8.4 (br, s, 1H); 7.67 (m, 1H); 7.5-7.2(m, 4H), 3.97 (...
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