3-Methyl-2-butenal → 2-Butene, 3-methyl-1,1-bis[(3-methyl-2-butenyl)oxy]-

Participants

Reaction Conditions

Reaction Steps

In a 300-ml three-necked flask equipped with a water separator, 84 g (1 mole) of senecioaldehyde, 190 g (2.2 moles) of prenol and 2 mg of stannous chloride dihydrate were charged. The resulting mixture was heated at 100° C. under the pressure of 90 mmHg for 6 hours in an argon atmosphere while removing the water formed from the reaction mixture by azeotropic distillation. When water was no longer distilled, the solvent (hexane) and unreacted starting materials were distilled off under reduced pressure. Distillation of the residue under reduced pressure gave 223.3 g of senecioaldehyde diprenyl acetal (R1 =an isobutenyl group, R2 =a hydrogen atom and R3 =a prenyl group] (boiling point: 142° C./15 mmHg) (yield: 93.8%).

Provenance & Evidence