反应详情

温度

0 °C

Sodium (bis) 2-methoxyethoxy-aluminum hydride (24 ml, 82 mmol) is dissolved in 150 ml dry toluene in a flame-dried, 500 ml 3-neck round bottom flask under nitrogen at 0° C. 6-[1-[6-(3-hydroxyl-5-undecen-1-ynyl)pyridinyl]methyl]pyran-2-one (5.83 g, 14 mmole), in 4×10 ml dry toluene, is added slowly dropwise to the reaction mixture at 0° C. The reaction is stirred 20 minutes at 0° C. and then an additional 7 hours at room temperature. The reaction is quenched by the careful addition of 3 ml water. The mixture is stirred vigorously overnight with 1×160 ml 0.5M sodium potassium tartrate. The mixture is extracted with 3×100 ml ethyl acetate. The combined organics are washed with 1×100 ml saturated sodium chloride and dried over magnesium sulfate. The organics are concentrated in vacuo to a crude amber oil (35 g).

1. customan additional 7 hours
2. customat room temperature
3. customThe reaction is quenched by the careful addition of 3 ml water
4. stirringThe mixture is stirred vigorously overnight with 1×160 ml 0.5M sodium potassium tartrate
5. extractionThe mixture is extracted with 3×100 ml ethyl acetate
6. washThe combined organics are washed with 1×100 ml saturated sodium chloride
7. dry with materialdried over magnesium sulfate
8. concentrationThe organics are concentrated in vacuo to a crude amber oil (35 g)