تفاعل #54508

معادلة التفاعل

sodium hydroxide

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

sulfuric acid

→

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

المذيبات

ethanol

ظروف التفاعل

المعالجة

1. 1
   workup.DISSOLUTIONto dissolve the organic matter and air
2. 2
   أخرىwas then bubbled through the solution for 3 hours
3. 3
   استخلاصThe resulting solution was extracted with 100 parts petroleum ether (twice),
4. 4
   استخلاصre-extracted with diethylether
5. 5
   استخلاصThe ether extract
6. 6
   غسيلwas washed with saturated sodium chloride
7. 7
   تجفيفdried over magnesium sulfate
8. 8
   أخرىevaporated
9. 9
   ترشيحfiltered
10. 10
    أخرىThe filtrate was evaporated to dryness
11. 11
    أخرىthe residue triturated with petroleum ether

الإجراء التجريبي

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.

المصدر