Hydrochloric Acid → Non-3-ene
反応式
[H-].[Na+].[CH3:3][CH2:4][C:5](O)([CH2:7][CH2:8][CH:9]=[C:10]([CH3:12])C)C.[CH3:14]I.Cl>CN(P(N(C)C)(N(C)C)=O)C.C1COCC1>[CH3:14][CH2:12][CH:10]=[CH:9][CH2:8][CH2:7][CH2:5][CH2:4][CH3:3][H-].[Na+].[CH3:3][CH2:4][C:5](O)([CH2:7][CH2:8][CH:9]=[C:10]([CH3:12])C)C.[CH3:14]I.Cl>CN(P(N(C)C)(N(C)C)=O)C.C1COCC1>[CH3:14][CH2:12][CH:10]=[CH:9][CH2:8][CH2:7][CH2:5][CH2:4][CH3:3]To a dry 2 L multi-neck round bottom flask fitted with an air stirrer, nitrogen inlet condenser and an additional funnel, 400 ml of THF, 44 g of NaH, and 21.2 g of dihydroethyl linalool were added and heated to 35-40° C. 170 g of dihydrolinalool g was then added to the reaction mixture dropwise over 2 hours. The mixture was aged for 8 hours. 9 g of HMPA (available from Aldrich Chemical Company) was added and the mixture was stirred. 144 g of CH3I was added dropwise to the reaction mixture, further aged for two hours and then sampled hourly until maximum conversion was reached. The mixture was cooled and 800 ml of 5% HCl solution was added, allowed to settle, and the organic layer was separated. The aqueous layer was extracted with 3×100 ml of toluene and then dried over MgSO4 to provide 3-nonene, 7-methoxy-3,7-dimethyl-.
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