反应详情

温度

95 °C

Zinc dust (1.53 g, 0.0233 mol) is added in one portion to a solution of 3-chloro-1-methoxybicyclo[3.2.2]non-6-en-2,4-dione, prepared in Step 1b, in glacial acetic acid (20 ml) and the mixture is heated to 95° C. for 1¾ hours. The mixture is cooled to room temperature, filtered through diatomaceous earth and the filtrate is concentrated under reduced pressure. The residue is partitioned between ethyl acetate and water, and the aqueous phase is extracted with ethyl acetate. The organic extracts are combined, dried over anhydrous magnesium sulfate, filtered and the filtrate is evaporated under reduced pressure. Purification by column chromatography on silica gel, and further purification by preparative reverse-phase HPLC, gives 1-methoxybicyclo[3.2.2]non-6-en-2,4-dione.

1. temperatureThe mixture is cooled to room temperature
2. filtrationfiltered through diatomaceous earth
3. concentrationthe filtrate is concentrated under reduced pressure
4. customThe residue is partitioned between ethyl acetate and water
5. extractionthe aqueous phase is extracted with ethyl acetate
6. dry with materialdried over anhydrous magnesium sulfate
7. filtrationfiltered
8. customthe filtrate is evaporated under reduced pressure
9. customPurification by column chromatography
10. customon silica gel, and further purification by preparative reverse-phase HPLC