反应 #54508

反应方程式

sodium hydroxide

ethyl 2-[(2-methylphenyl)acetyl]tetradecanoate

sulfuric acid

→

2-dodecyl-3-hydroxy-5-methyl-1,4-napthoquinone

溶剂

ethanol

反应条件

后处理

1. 1
   workup.DISSOLUTIONto dissolve the organic matter and air
2. 2
   其他was then bubbled through the solution for 3 hours
3. 3
   萃取The resulting solution was extracted with 100 parts petroleum ether (twice),
4. 4
   萃取re-extracted with diethylether
5. 5
   萃取The ether extract
6. 6
   洗涤was washed with saturated sodium chloride
7. 7
   干燥dried over magnesium sulfate
8. 8
   其他evaporated
9. 9
   过滤filtered
10. 10
    其他The filtrate was evaporated to dryness
11. 11
    其他the residue triturated with petroleum ether

实验过程

Four parts of crude ethyl 2-[(2-methylphenyl)acetyl]tetradecanoate obtained in Example 3 was combined with 12 parts of cold concentrated sulfuric acid and stirred at room temperature for 66 hours. The mixture was poured into ice water and made slightly basic by the addition of 50% aqueous sodium hydroxide. Enough ethanol was added to dissolve the organic matter and air was then bubbled through the solution for 3 hours. The resulting solution was extracted with 100 parts petroleum ether (twice), acidified with hydrochloric acid and re-extracted with diethylether. The ether extract was washed with saturated sodium chloride, dried over magnesium sulfate and evaporated. The residue was taken up in acetonitrile and filtered. The filtrate was evaporated to dryness and the residue triturated with petroleum ether to give 0.2 g of 2-dodecyl-3-hydroxy-5-methyl-1,4-napthoquinone, m.p. 92°-93° C.

来源