反应详情

Under an atmosphere of nitrogen, 10 ml of tetrahydrofuran and 10 mg of iodine were mixed with 3.974 g of magnesium flakes. With stirring, 3 ml of a solution prepared by dissolving 22.28 g of ethyl bromide in 25 ml of tetrahydrofuran was added dropwise to the mixture. The residual tetrahydrofuran solution of ethyl bromide was added dropwise to the reaction vessel placed in a water bath over one hour. After stirring for thirty minutes, a solution prepared by dissolving 15 g of 5-methyl-2-furaldehyde in 5 ml of tetrahydrofuran was added dropwise to the reaction solution over five minutes under ice-water cooling. After one hour, the reaction solution was added to a cooled 10% ammonium chloride solution and stirred for five minutes. The mixed solution was extracted twice with diethyl ether. The combined ether layer was washed twice with a saturated sodium chloride solution, and dried over anhydrous magnesium sulfate. After removal of the solvent under reduced pressure, the residue was distilled, and a distillate fraction of 95° to 98° C. at 22 mmHg was collected to yield 28.977 g of 1-(5-methyl-2-furyl)propanol. Yield 91% b.p.: 95°-98° C. (22 mmHg)

1. additionwas added dropwise to the mixture
2. stirringAfter stirring for thirty minutes
3. customa solution prepared
4. additionwas added dropwise to the reaction solution over five minutes under ice-water cooling
5. waitAfter one hour
6. stirringstirred for five minutes
7. extractionThe mixed solution was extracted twice with diethyl ether
8. washThe combined ether layer was washed twice with a saturated sodium chloride solution
9. dry with materialdried over anhydrous magnesium sulfate
10. customAfter removal of the solvent under reduced pressure
11. distillationthe residue was distilled
12. distillationa distillate fraction of 95° to 98° C. at 22 mmHg was collected