反应详情

A solution of 5,6-dimethoxy-2-hydroxyimino-1-indanone (0.27 moles, 6 g) in glacial acetic acid (500 ml) is added with 96% sulfuric acid (3.3 ml) and 10% Pd/C (1.5 g). The mixture is hydrogenated in a Parr apparatus (r.t., 35 psi). When the hydrogen absorption ceases, the catalyst is filtered off through celite, washing with methanol (70 ml). The solution is evaporated to dryness, to obtain a white solid which is dissolved in water, then extracted with ethyl acetate (2×70 ml). The aqueous solution is alkalinized with a 1M sodium hydroxide solution to pH=8-8.5. The product is extracted with methylene chloride (2×70 ml). The organic solution is dried over sodium sulfate and evaporated under vacuum to obtain the solid product. Yield: 4.6 g (88.5%)

1. customis hydrogenated in a Parr apparatus (r.t., 35 psi)
2. customWhen the hydrogen absorption ceases
3. filtrationthe catalyst is filtered off through celite
4. washwashing with methanol (70 ml)
5. customThe solution is evaporated to dryness
6. customto obtain a white solid which
7. extractionextracted with ethyl acetate (2×70 ml)
8. extractionThe product is extracted with methylene chloride (2×70 ml)
9. dry with materialThe organic solution is dried over sodium sulfate
10. customevaporated under vacuum
11. customto obtain the solid product