Carbon Disulfide → 2-Hexyl-5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalene

반응식

[CH2:1]([C:7]1[CH:12]=C[CH:10]=[CH:9][CH:8]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH3:6].[Cl-].[Al+3].[Cl-].[Cl-].Cl[C:18]([CH3:26])([CH2:20][CH2:21][C:22](Cl)([CH3:24])[CH3:23])[CH3:19].[C:27](=S)=S>>[CH3:19][C:18]1([CH3:26])[C:10]2[C:23](=[CH:12][C:7]([CH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH3:6])=[CH:8][CH:9]=2)[C:22]([CH3:27])([CH3:24])[CH2:21][CH2:20]1

참가 물질

반응물 4

HCID 6348Carbon Disulfide

HCID 14109Hexylbenzene

HCID 80360Hexane, 2,5-dichloro-2,5-dimethyl-

HCID 6451240Aluminum(III) Chloride

생성물 1

HCID 230025302-Hexyl-5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalene

반응 조건

온도: 0 °C

실험 절차

83 ml of hexylbenzene were treated with 1.8 g of aluminium chloride while cooling with ice. After brief stirring a solution of 40 g of 2,5-dichloro-2,5-dimethyl-hexane in 300 ml of carbon disulphide was added dropwise and the mixture was stirred at 0° C. for a further 2 hours. The reaction mixture was poured into ice/6N hydrochloric acid, extracted with ethyl acetate, dried over sodium sulphate and evaporated. The crude product was distilled in a high vacuum. There were obtained 25.5 g of 1,1,4,4-tetramethyl-6-hexyl-1,2,3,4-tetrahydro-naphthalene as a colourless oil, boiling point 141-152° C./0.8 mm.