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-fd7e1060ec484115b8dc4e487de4a710

Source dataset

uspto-grants-2003_09

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06617350B2