반응 #215047

반응 방정식

mesityl oxide

2,5-dimethyl-2,5-dihydroperoxy-3-hexyne

sulfuric acid

→

product

수율 66.7%

2,15-DIOXO-4,4,7,7,10,10,13,13-OCTAMETHYL-5,6,11,12-TETRAOXA-8-HEXADECYNE

수율 66.7%

용매

ether

반응 조건

후처리

1. 1
   workup.ADDITIONA mixture of 19.6 g
2. 2
   기타The organic layer was separated
3. 3
   세척washed with water, 5% sodium hydroxide solution and again with water to pH 8
4. 4
   workup.DISTILLATIONThe mixture was then subjected to steam distillation in the presence of sodium bicarbonate solution at 20 torr for 2 hours
5. 5
   기타to remove unreacted mesityl oxide and hydroperoxide
6. 6
   건조dried over anhydrous magnesium sulfate
7. 7
   기타the ether removed under reduced pressure
8. 8
   기타leaving 20.52 g

실험 절차

A mixture of 19.6 g. (0.2 mole) of mesityl oxide, 74.4 g. (0.083 mole) of 2,5-dimethyl-2,5-dihydroperoxy-3-hexyne and 60 ml. of ether was stirred at 0° C. while 1.3 g. of 77% sulfuric acid solution was slowly added. The reaction mixture was allowed to warm slowly to 30° C. and stirred for a total of 16 hours. The organic layer was separated, washed with water, 5% sodium hydroxide solution and again with water to pH 8. The mixture was then subjected to steam distillation in the presence of sodium bicarbonate solution at 20 torr for 2 hours to remove unreacted mesityl oxide and hydroperoxide. The product was taken up in ether, dried over anhydrous magnesium sulfate and the ether removed under reduced pressure leaving 20.52 g. of product (66.7% yield).

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