반응 #1178404

반응 방정식

4-Benzoylbenzoic acid

thionyl chloride

toluene

→

4-Benzoylbenzoyl Chloride

수율 91.0%

용매

Dimethylformamide

반응 조건

후처리

1. 1
   기타equipped
2. 2
   온도with reflux condenser and overhead stirrer
3. 3
   온도the mixture was heated
4. 4
   온도at reflux for 4 hours
5. 5
   온도After cooling
6. 6
   기타the solvents were removed under reduced pressure
7. 7
   기타the residual thionyl chloride was removed by three evaporations
8. 8
   기타The product was recrystallized from 1:4 toluene
9. 9
   기타hexane to give 988 g (91% yield)
10. 10
    기타after drying in a vacuum oven
11. 11
    기타The final compound was stored for use in the preparation of a monomer

실험 절차

4-Benzoylbenzoic acid (BBA), 1.0 kg (4.42 moles), was added to a dry 5 liter Morton flask equipped with reflux condenser and overhead stirrer, followed by the addition of 645 ml (8.84 moles) of thionyl chloride and 725 ml of toluene. Dimethylformamide, 3.5 ml, was then added and the mixture was heated at reflux for 4 hours. After cooling, the solvents were removed under reduced pressure and the residual thionyl chloride was removed by three evaporations using 3×500 ml of toluene. The product was recrystallized from 1:4 toluene:hexane to give 988 g (91% yield) after drying in a vacuum oven. Product melting point was 92-94° C. Nuclear magnetic resonance (NMR) analysis (1H NMR (CDCl3)) was consistent with the desired product: aromatic protons 7.20-8.25 (m, 9H). All chemical shift values are in ppm downfield from a tetramethylsilane internal standard. The final compound was stored for use in the preparation of a monomer used in the synthesis of Compound III.

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