반응 #54508

반응 방정식

sodium hydroxide

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

sulfuric acid

→

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

용매

ethanol

반응 조건

후처리

1. 1
   workup.DISSOLUTIONto dissolve the organic matter and air
2. 2
   기타was then bubbled through the solution for 3 hours
3. 3
   추출The resulting solution was extracted with 100 parts petroleum ether (twice),
4. 4
   추출re-extracted with diethylether
5. 5
   추출The ether extract
6. 6
   세척was washed with saturated sodium chloride
7. 7
   건조dried over magnesium sulfate
8. 8
   기타evaporated
9. 9
   여과filtered
10. 10
    기타The filtrate was evaporated to dryness
11. 11
    기타the residue triturated with petroleum ether

실험 절차

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.

출처