2-Cyano-5-fluorobenzaldehyde
2-Cyano-5-fluorobenzaldehyde Basic information
- Product Name:
- 2-Cyano-5-fluorobenzaldehyde
- Synonyms:
-
- 2-Cyano-5-fluorobenzaldehyde
- 4-Fluoro-2-forMylbenzonitrile
- Benzonitrile, 4-fluoro-2-formyl-
- 2-Cyano-5-fluorobenzaldehyde ISO 9001:2015 REACH
- CAS:
- 894779-76-1
- MF:
- C8H4FNO
- MW:
- 149.12
- Mol File:
- 894779-76-1.mol
2-Cyano-5-fluorobenzaldehyde Chemical Properties
- Boiling point:
- 288.0±25.0 °C(Predicted)
- Density
- 1.25±0.1 g/cm3(Predicted)
- storage temp.
- under inert gas (nitrogen or Argon) at 2-8°C
- Appearance
- Light yellow to light brown Solid
2-Cyano-5-fluorobenzaldehyde Usage And Synthesis
Synthesis
36282-26-5
68-12-2
894779-76-1
To an anhydrous tetrahydrofuran (THF, 20 mL) solution of 2-bromo-4-fluorobenzonitrile (5.0 g, 25.0 mmol) was slowly added isopropylmagnesium chloride (PrMgCl, 2.0 M solution of THF, 15.0 mL, 30.0 mmol) at -30 °C. The reaction temperature was maintained at -30°C with continuous stirring for 3 hours. Subsequently, N,N-dimethylformamide (DMF, 5.80 mL, 75.0 mmol) was added to the reaction system. The reaction mixture was gradually warmed to room temperature and stirring was continued for 1 hour. Upon completion of the reaction, the mixture was cooled to -10 °C, 2 M hydrochloric acid (37 mL) was slowly added and stirred at this temperature for 20 min. The reaction solution was concentrated in vacuum to 1/3 of the original volume and then extracted with ethyl acetate (EtOAc, 3 times). The organic phases were combined, dried with anhydrous sodium sulfate (Na2SO4), filtered and concentrated to give the target product 4-fluoro-2-formylbenzonitrile (3.9 g, 71% yield).
References
[1] Patent: WO2011/68821, 2011, A1. Location in patent: Page/Page column 137
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