반응 #554345

반응 방정식

1,4-dimethoxybenzene

2,5dichloro-2,5 -dimethyl hexane

aluminum chloride

→

1,4-dimethoxy-5,5,8,8-tetramethyl-5,6,7,8-tetrahydro naphthalene

수율 65.7%

용매

1,2-dichloroethane

반응 조건

후처리

1. 1
   workup.ADDITIONthere are added
2. 2
   workup.WAITleft
3. 3
   workup.WAITto stand overnight
4. 4
   workup.ADDITIONare added
5. 5
   기타The organic phase is decanted
6. 6
   추출the aqueous phase is extracted three time with 400 cm3 of methylene chloride
7. 7
   세척washed with water until neutral pH of the wash waters
8. 8
   기타dried on sodium sulfate
9. 9
   농축concentrated
10. 10
    workup.ADDITIONThe resulting crude product is treated with animal charcoal
11. 11
    기타recrystallized in this solvent

실험 절차

To a solution, stirred at 0° C. under an inert atmosphere, of 165.5 g of 1,4-dimethoxybenzene and 218.7 g of 2,5dichloro-2,5 -dimethyl hexane, obtained in Example I(a), in 750 cm3 of anhydrous 1,2-dichloroethane, there are added, all at once, 31.9 g of powdered anhydrous aluminum chloride. The mixture is stirred for 1 hour at ambient temperature and then left to stand overnight. The next day after 4 hours stirring at this temperature, 600 cm3 of ice water are added. The organic phase is decanted and the aqueous phase is extracted three time with 400 cm3 of methylene chloride. The organic phases are combined, washed with water until neutral pH of the wash waters, then dried on sodium sulfate and concentrated. The resulting crude product is treated with animal charcoal in boiling ethanol, then recrystallized in this solvent. 195 g of 1,4-dimethoxy-5,5,8,8-tetramethyl-5,6,7,8-tetrahydro naphthalene are obtained in the form of white needles having a melting point of 195° C.

출처