反应详情

温度

40 °C

To 30 mL of a tetrahydrofuran solution containing 0.60 g of 2,3-dihydro(1,4)dioxino(2,3-c)pyridin-7-ylmethanol, 0.40 mL of thionyl chloride was added under cooling with ice, the mixture was stirred at the same temperature for 20 minutes, and the solvent was removed under reduced pressure. The residue thus obtained was added with tetrahydrofuran, and a solid substance was collected by filtration to obtain 0.75 g of a white solid, 7-(chloromethyl)-2,3-dihydro(1,4)dioxino(2,3-c)pyridine hydrochloride. (2) A solution of 5 mL of water containing 0.75 g of 7-(chloromethyl)-2,3-dihydro(1,4)dioxino(2,3-c)pyridine hydrochloride was adjusted to pH 7.8 with an aqueous saturated sodium hydrogen carbonate solution, thereto were added dichloromethane and sodium chloride, the organic layer was separated, and the solvent was removed under reduced pressure. The residue thus obtained was added with 30 mL of N,N-dimethylformamide, and then added with 0.26 g of sodium azide at room temperature, and the mixture was stirred at 40° C. for 2 hours. The reaction mixture was cooled to room temperature, and then water and ethyl acetate was added thereto, the organic layer was separated, and the aqueous layer was extracted with ethyl acetate. The organic layer and the extract were combined, and the resultant solution was washed with an aqueous saturated sodium chloride solution, and dried over anhydrous magnesium sulfate, and the solvent was removed under reduced pressure to obtain 0.53 g of a yellow oily substance, 7-(azidomethyl)-2,3-dihydro-(1,4)dioxino(2,3-c)pyridine.

1. customthe organic layer was separated
2. customthe solvent was removed under reduced pressure
3. customThe residue thus obtained
4. temperatureThe reaction mixture was cooled to room temperature
5. customthe organic layer was separated
6. extractionthe aqueous layer was extracted with ethyl acetate
7. washthe resultant solution was washed with an aqueous saturated sodium chloride solution
8. dry with materialdried over anhydrous magnesium sulfate
9. customthe solvent was removed under reduced pressure