3-(2',4'-DICHLOROPHENYL)-3-OXOPROPANENITRILE synthesis
- Product Name:3-(2',4'-DICHLOROPHENYL)-3-OXOPROPANENITRILE
- CAS Number:39528-61-5
- Molecular formula:C9H5Cl2NO
- Molecular Weight:214.05
89-75-8
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Yield:39528-61-5 98%
Reaction Conditions:
Stage #1: acetonitrilewith n-butyllithium in tetrahydrofuran;hexane at -78; for 0.25 h;
Stage #2: 2,4-dichlorobenzoyl chloride in tetrahydrofuran;hexane; for 0.666667 h;
Steps:
1.1
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. 1H NMR (400 MHz, CDCl3) 7.64 (d, J=8.32 Hz, 1H), 7.52 (d, J=1.76 Hz, 1H), 7.41 (dd, J=1.76, 8.32 Hz, 1H), 4.13 (s, 2H).
References:
US2006/142576,2006,A1 Location in patent:Page/Page column 16-17
35112-28-8
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75-05-8
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56882-52-1
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