4-acetyl-3-fluorobenzonitrile synthesis
- Product Name:4-acetyl-3-fluorobenzonitrile
- CAS Number:1352144-78-5
- Molecular formula:C9H6FNO
- Molecular Weight:163.15
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Yield: 95.1%
Reaction Conditions:
with N,N,N,N,-tetramethylethylenediamine;palladium diacetate;sodium carbonate;1,2-bis-(diphenylphosphino)ethane;potassium iodide in N,N-dimethyl-formamide at 130; for 24 h;Inert atmosphere;
Steps:
1 Example 1:
Under nitrogen protection, add 1-(4-bromo-2-fluorophenyl)ethanone (II) (2.2g, 10mmol), ethyl cyanoacetate (3.4g, 30mmol), palladium acetate (0.45 g, 2mmol), 1,2-bis(diphenylphosphine)ethane (1.2g, 3mmol), tetramethylethylenediamine (1.2g, 10mmol), sodium carbonate (3.18g, 30mmol), potassium iodide (1.7 g, 10mmol) and solvent N, N-dimethylformamide 50mL.The temperature was raised to 130°C and reacted for 24 hours.After cooling to room temperature, 300 mL of ethyl acetate was added.After stirring for 15 minutes, filter to remove insoluble materials.The organic phase was washed sequentially with saturated brine and water.Dry over anhydrous magnesium sulfate, and recover the solvent by distillation under reduced pressure. The residue obtained is recrystallized with ethyl acetate and n-hexane (volume ratio 1:1) to obtain a pale yellow solid 4-acetyl-3-fluoro-benzonitrile (III) 1.55 g, the yield was 95.1%,
References:
Suzhou Mingrui Pharmaceutical Technology Co., Ltd.;Xu Xuenong CN111517985, 2020, A Location in patent:Paragraph 0043; 0044
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