Ammonium Hydroxide → HCID 64470390, compound

Temperature

70 °C

To a solution of 3,3-dimethylcyclohexanone (1.89 g) in water (3.8 mL) and ethanol (4.5 mL) was added ammonium chloride (920 mg), followed by concentrated ammonium hydroxide solution (2 mL) and trimethylsilanecarbonitrile (1.71 g). The reaction was heated to 70° C. for 18 hours. The reaction was concentrated to dryness, and was partitioned between water and methylene chloride. The layers were separated, and the aqueous layer was extracted with additional methylene chloride (3×25 mL). The combined organic layers were dried over MgSO4, filtered and concentrated. The residue was purified by silica gel chromatography, eluting with 40% ethyl acetate in petroleum ether, to give the title compound.

1. concentrationThe reaction was concentrated to dryness
2. customwas partitioned between water and methylene chloride
3. customThe layers were separated
4. extractionthe aqueous layer was extracted with additional methylene chloride (3×25 mL)
5. dry with materialThe combined organic layers were dried over MgSO4
6. filtrationfiltered
7. concentrationconcentrated
8. customThe residue was purified by silica gel chromatography
9. washeluting with 40% ethyl acetate in petroleum ether

ORD record

ord-7dbf97ad0cdc4233b8a885a9a09927d3

Source dataset

uspto-grants-2015_01

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08940737B2