反应详情

To 30 mL of a chloroform solution containing 4.2 g of 8-(2-hydroxyethyl)-1,4-dioxaspiro(4.5)decan-8-ol, 2.18 mL of pyridine was added at room temperature, and 4.0 g of p-toluenesulfonyl chloride was dividedly added thereto under cooling with ice, the mixture was stirred at room temperature for 1 hour and 35 minutes, left to stand overnight, and then further stirred at 30 to 40° C. for 1 hour. The reaction mixture was added with water and chloroform under cooling with ice. The organic layer was separated, washed with an aqueous saturated sodium chloride solution, and then dried over anhydrous magnesium sulfate, and the solvent was removed under reduced pressure. The residue thus obtained was purified by silica gel column chromatography [eluent; chloroform:methanol=50:1] to obtain 4.2 g of a yellow oily substance, 2-(8-hydroxy-1,4-dioxaspiro(4.5)decan-8-yl)ethyl 4-methylbenzenesulfonate.

1. additionwas added at room temperature
2. temperatureunder cooling with ice
3. waitleft
4. waitto stand overnight
5. stirringfurther stirred at 30 to 40° C. for 1 hour
6. temperatureunder cooling with ice
7. customThe organic layer was separated
8. washwashed with an aqueous saturated sodium chloride solution
9. dry with materialdried over anhydrous magnesium sulfate
10. customthe solvent was removed under reduced pressure
11. customThe residue thus obtained
12. customwas purified by silica gel column chromatography [eluent; chloroform:methanol=50:1]