反应详情

温度

40 °C

A mixture of 10 g of propiolic acid, 12 g of anhydrous sodium bicarbonate in 150 ml of anhydrous methanol was heated to 40° C. with stirring. When evolution of carbon dioxide ceased, the reaction mixture was cooled to a temperature 10° C. or less. The resultant precipitate was collected and dried under reduced pressure for two days. A mixture of 1 g of the sodium propiolate thus obtained and 2.64 g of 4-(2-methylphenoxy)butyl bromide in 30 ml of anhydrous N,N-dimethylformamide was heated at 110° C. under nitrogen atmosphere for four hours with stirring. After the reaction was completed, the reaction solution was poured into ice-water, and extracted twice with toluene. The combined toluene layer was washed successively with a saturated aqueous ammonium chloride solution and a saturated sodium chloride solution, and dried over anhydrous magnesium sulfate. After removal of the solvent under reduced pressure, the obtained residue was subjected to silicagel column chromatography to yield 0.937 g of 4-(2-methylphenoxy)butyl propiolate (compound 10).

1. temperaturethe reaction mixture was cooled to a temperature 10° C. or less
2. customThe resultant precipitate was collected
3. customdried under reduced pressure for two days
4. additionA mixture of 1 g of the sodium propiolate
5. customthus obtained
6. stirringwith stirring
7. extractionextracted twice with toluene
8. washThe combined toluene layer was washed successively with a saturated aqueous ammonium chloride solution
9. dry with materiala saturated sodium chloride solution, and dried over anhydrous magnesium sulfate
10. customAfter removal of the solvent under reduced pressure