Acetonitrile → 3-(2,4-Dichlorophenyl)-3-oxopropanenitrile

To a stirred solution of acetonitrile (2.0 mL, 38.2 mmol) in THF (50 mL) at −78° C. was added nBuLi (1.81 M in hexane, 16 mL, 28.7 mmol). The resulting slurry was kept at −78° C. for 15 min and 2,4-dichlorobenzoyl chloride (2.0 g, 9.55 mmol) was added dropwise to the acetonitrile anion. After 40 min, the reaction was quenched by addition of saturated NH4Cl (30 mL). THF was removed under reduced pressure and the suspension was filtered. The solid was washed with H2O (100 mL) and dried to give 3-(2,4-dichlorophenyl)-3-oxopropanenitrile (2.0 g, 98%, >95% purity) as a light yellow solid.

1. waitAfter 40 min
2. customthe reaction was quenched by addition of saturated NH4Cl (30 mL)
3. customTHF was removed under reduced pressure
4. filtrationthe suspension was filtered
5. washThe solid was washed with H2O (100 mL)
6. customdried

ORD record

ord-944f8150ba9f49919021ddc8a8e53b70

Source dataset

uspto-grants-2009_09

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07589088B2