Dimethyl Sulfoxide → 6007-96-1

Methyltriphenylphosphonium bromide (2.97 g, 8.3 mmol) was added in the dehydrated DMSO (8 mL) solution of sodium hydride (0.35 g, 8.7 mmol) in an ice bath. The reaction mixture was stirred at room temperature for 10 minutes, and the dehydrated DMSO solution (1.5 mL) of 4,4-dimethyl-cyclohexanone (1.0 g, 7.9 mmol) was added slowly in an ice bath. The reaction mixture was stirred at room temperature for 18 hours and poured into ice water. The organic layer was extracted with diethyl ether, and then the layer was washed with water and dried with anhydrous magnesium sulfate, and removed by filtration. The filtrate was concentrated until becoming about half in volume. The formed insoluble matter was removed by filtration, then the filtrate was removed by distillation under reduced pressure, and colorless oily matter (0.91 g) was obtained.

1. stirringThe reaction mixture was stirred at room temperature for 18 hours
2. extractionThe organic layer was extracted with diethyl ether
3. washthe layer was washed with water
4. dry with materialdried with anhydrous magnesium sulfate
5. customremoved by filtration
6. concentrationThe filtrate was concentrated
7. customThe formed insoluble matter was removed by filtration
8. customthe filtrate was removed by distillation under reduced pressure
9. customcolorless oily matter (0.91 g) was obtained

ORD record

ord-b240ccb3ab5c4d388bb6e2ad0a60ee86

Source dataset

uspto-grants-2013_02

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08367666B2