Dimethylformamide → 8-Vinyl-1,4-dioxaspiro[4,5]decane

Temperature

3 °C

Fifth Step: 223.0 g of the compound (14) and 800 mL of DMF were added to a reactor under nitrogen atmosphere, and stirred at 3° C. under cooling with ice. 92.9 g of potassium t-butoxide (t-BuOK) was added thereto by dividing into 10 portions at a temperature range of from 3 to 10° C., followed by further stirring at 0° C. for 3 hours. After confirming that the reaction had been completed by GC analysis, the reaction mixture was poured into and mixed with a mixture of 1,500 mL of heptane and 1,500 mL of water at 0° C. The mixture was separated into an organic layer and an aqueous layer by standing still, so as to attain extraction to the organic layer. The resulting organic layer was fractionated and washed with water, followed by drying over anhydrous magnesium sulfate. The resulting organic layer was purified by silica gel column chromatography using heptane as eluent, and the solvent was removed by distillation under reduced pressure. The resulting residue was distilled under reduced pressure to obtain 103.3 g of 8-vinyl-1,4-dioxaspiro[4,5]decane (15) as a colorless transparent liquid.

1. temperatureunder cooling with ice
2. customby dividing into 10 portions at a temperature range of from 3 to 10° C.
3. stirringby further stirring at 0° C. for 3 hours
4. additionthe reaction mixture was poured into and
5. customThe mixture was separated into an organic layer
6. extractionextraction to the organic layer
7. washwashed with water
8. dry with materialby drying over anhydrous magnesium sulfate
9. customThe resulting organic layer was purified by silica gel column chromatography
10. customthe solvent was removed by distillation under reduced pressure
11. distillationThe resulting residue was distilled under reduced pressure

ORD record

ord-f75e17883ca9440191277de326bd4422

Source dataset

uspto-grants-2009_03

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07510749B2