Propanedinitrile, 2-(4-fluorobenzoyl)- synthesis
- Product Name:Propanedinitrile, 2-(4-fluorobenzoyl)-
- CAS Number:956025-35-7
- Molecular formula:C10H5FN2O
- Molecular Weight:188.16
403-43-0
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Yield:956025-35-7 83.9%
Reaction Conditions:
Stage #1: malononitrilewith sodium hydride in tetrahydrofuran at 0; for 0.166667 h;
Stage #2: 4-fluorobenzoyl chloride in tetrahydrofuran at 20; for 1 h;
Steps:
2.B.A
To a stirred solution of malononitrile (2.08 g, 31.5 mmol) in 50 ml of anhydrous tetrahydrofuran at 0° C was slowly added sodium hydride (60%, 2.52 g, 63 mmol) in portions and solution stirred for 10 min. A solution of 4-fluorobenzoyl chloride (5.0 g, 31.5 mmol) in tetrahydrofuran (25 ml) was slowly added via an addition funnel and solution stirred at ambient temperature for 1 hr. Dilute hydrochloric acid (lmol/L, 100 ml) was added and the product extracted with ethyl acetate. The organic layer was washed with water, brine, and evaporated to afford a residue which was triturated with hexane to afford the title compound (4.98 g, 83.9 %); LC/MS, API-ES, Neg, (M-H)', 187.0.
References:
WO2007/126841,2007,A2 Location in patent:Page/Page column 70-71
456-22-4
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