Citronellal → (-)-Isopulegol
Reaction equation
[CH3:1][C:2](=[CH:4][CH2:5][CH2:6][CH:7]([CH2:9][CH:10]=[O:11])[CH3:8])[CH3:3].[OH-].[Na+]>CC1C=CC=C(CC2C=CC=CC=2)C=1CC1C=CC=CC=1>[CH3:8][C@H:7]1[CH2:9][C@@H:10]([OH:11])[C@H:4]([C:2]([CH3:3])=[CH2:1])[CH2:5][CH2:6]1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
The aluminium siloxide (Ia) or (Ib) was prepared analogously to Example 4 in 5 ml Marlotherm S® (isomer mixture of isomeric dibenzyltoluenes). 200 mmol citronellal were then added at room temperature to a solution containing 2 mmol of freshly prepared aluminium siloxide over a period of 15 min. When the metering in had ended, the reaction mixture was stirred at room temperature for a further 2 h and the reaction was then interrupted by addition of 50 ml 15% strength sodium hydroxide solution. After washing neutral and distilling off the solvent, the reaction product B2 was obtained as a colourless oil, yield: 14.8 g.