反应详情

Diisobutylaluminium hydride (1.5 M solution in toluene, 102 ml, 153 mmol) was added dropwise to a solution of 1,4-dioxa-spiro[4.5]decane-8-carboxylic acid ethyl ester (32.13 g, 150 mmol) in absol. toluene (160 ml) at −70 to −65° C. under argon and the mixture was stirred for 30 min. The mixture was then quenched at −70 to −60° C. by addition of methanol (80 ml). The reaction solution was warmed to RT, saturated sodium chloride solution (100 ml) was added and the reaction solution was filtered out with suction over kieselguhr. The kieselguhr was washed twice with ethyl acetate and the aqueous solution was separated off and extracted twice with ethyl acetate. The combined organic extracts were washed with saturated sodium chloride solution, dried over sodium sulfate and concentrated i. vac. Yield: 24.01 g (94%), yellow oil

1. customThe mixture was then quenched at −70 to −60° C. by addition of methanol (80 ml)
2. additionsaturated sodium chloride solution (100 ml) was added
3. filtrationthe reaction solution was filtered out with suction over kieselguhr
4. washThe kieselguhr was washed twice with ethyl acetate
5. customthe aqueous solution was separated off
6. extractionextracted twice with ethyl acetate
7. washThe combined organic extracts were washed with saturated sodium chloride solution
8. dry with materialdried over sodium sulfate
9. concentrationconcentrated i