반응 #573602

반응 방정식

2,5-dimethyl-2,5-dichlorohexane

3-ethylphenol

aluminum chloride

→

7-ethyl-1,1,4,4-tetramethyl-5-hydroxy-1,2,3,4-tetrahydro-naphthalene

용매

ethylene dichloride

반응 조건

후처리

1. 1
   workup.ADDITIONis added
2. 2
   workup.WAITAfter 1 hr
3. 3
   온도the mixture is cooled to 20° C.
4. 4
   추출The mixture is then extracted with toluene (500 ml)
5. 5
   기타the organic layer separated
6. 6
   세척washed with brine (3×50 ml)
7. 7
   건조dried (Na2SO4)
8. 8
   기타The solvent is removed by distillation
9. 9
   기타the residue crystallized from a hexane/benzene solvent mixture

실험 절차

Next, 2,5-dimethyl-2,5-dichlorohexane (183 g, 1 mol) is stirred with 3-ethylphenol (146.4 g, 1.2 mol) and aluminum chloride (4 g) is added. The mixture is heated at 95° C., with stirring, for 1.5 hr, after which ethylene dichloride (100 ml) is added, and then the heating continued. After 1 hr, the mixture is cooled to 20° C., and poured onto an ice water/hydrochloric acid mixture (150 ml, 10% HCl solution). The mixture is then extracted with toluene (500 ml), the organic layer separated, washed with brine (3×50 ml) and dried (Na2SO4). The solvent is removed by distillation and the residue crystallized from a hexane/benzene solvent mixture to give 7-ethyl-1,1,4,4-tetramethyl-5-hydroxy-1,2,3,4-tetrahydro-naphthalene.

출처