Isobutyraldehyde → 4-Formyl-4-methylvaleronitrile

Temperature

65 °C

To a stirred solution of isobutyraldehyde (6.3 mL, 69.3 mmol), hydroquinone (25 mg) and acrylonitrile (5.7 mL, 86.7 mmol) in 1,4-dioxane (25 mL) was added 5% sodium hydroxide (4.6 mL). The reaction was heated at 65° C. for 2.5 hours and then stirred at ambient temperature for 16 hours. The dioxane was removed in vacuo and the residue was taken up in dichloromethane (80 mL). The dichloromethane was washed with water (3×80 mL), dried (magnesium sulfate), concentrated in vacuo and then distilled to afford the title compound (5.4 g, 63%) as a colorless liquid; bp 70° C. (0.8 mm);

1. customThe dioxane was removed in vacuo
2. washThe dichloromethane was washed with water (3×80 mL)
3. dry with materialdried (magnesium sulfate)
4. concentrationconcentrated in vacuo
5. distillationdistilled

ORD record

ord-438b7ccf51934291a5ee88145ee35a59

Source dataset

uspto-grants-2011_04

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07919523B2