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

Temperature

100 °C

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%).

1. additionwere charged
2. customwhile removing the water
3. customformed from the reaction mixture by azeotropic distillation
4. distillationWhen water was no longer distilled
5. distillationwere distilled off under reduced pressure
6. distillationDistillation of the residue under reduced pressure

ORD record

ord-7f9cf2c8977f454898443b090f56220c

Source dataset

uspto-grants-1998_08

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05792876