Toluene → 1,1,6-Trimethyl-4-(propan-2-yl)-1,2,3,4-tetrahydronaphthalene
Reaction equation
[C:1]1([CH3:7])[CH:6]=[CH:5]C=[CH:3][CH:2]=1.[CH3:8][C:9](O)([CH2:11][CH2:12][CH:13]=[C:14]([CH3:16])[CH3:15])[CH3:10].[CH3:18]CCCCC>>[CH:14]([CH:13]1[C:5]2[C:8](=[CH:3][CH:2]=[C:1]([CH3:7])[CH:6]=2)[C:9]([CH3:10])([CH3:18])[CH2:11][CH2:12]1)([CH3:16])[CH3:15]Participants
4
Conditions
- Temperature
- 10 °C
Procedure
1050 g of sulphuric acid are provided and a mixture of 1.5 l of toluene and 497 g of 2,6-dimethyl-hept-5-en-2-ol are added dropwise during 35 minutes while cooling (10° C.). The mixture is stirred at room temperature for 1.5 hours. The mixture is now diluted with hexane, poured on to ice, washed neutral, dried and evaporated. After distillation there are obtained 455 g of 1-isopropyl-4,4,7-trimethyl-1,2,3,4-tetrahydro-naphthalene (purity 75%).