反应详情

温度

130 °C

A mixture of 43.92 g of 2-methyl-3-(4-chlorobenzoyl)benzoyl chloride [prepared by process of French Patent No. 2,085,638], 450 ml of xylene, 4.5 g of barium sulfate containing 10% palladium and 0.4 ml of a solution prepared by refluxing 6 g of quinoline and 1 g of sulfur for 5 hours and diluting the product with 70 ml of xylene after cooling was stirred for 45 minutes at 130° C. while passing hydrogen therethrough. The mixture was stirred at 130° C. until hydrochloric acid evolution ceased and was then allowed to cool to 30° C. while passing an inert gas therethrough. The catalyst was removed by filtration and the solvent was evaporated from the filtrate. The oily residue was taken up in isopropyl ether and after adding sodium bisulfite thereto, the mixture was stirred for 18 hours. The precipitated bisulfite was removed by vacuum filtration, was washed and then was decomposed by stirring for 21/2 hours under an inert gas in the presence of ether and dilute sulfuric acid. The ether was decanted and the aqueous phase was extracted again with ether. The combined ether phases were washed with water, dried and the ether was evaporated under reduced pressure. The residue was crystallized from isopropyl ether to obtain 24.3 g of 2-methyl-3-(4-chlorobenzoyl)-benzaldehyde melting at 68° C.

1. customprepared
2. temperatureafter cooling
3. temperatureto cool to 30° C.
4. customThe catalyst was removed by filtration
5. customthe solvent was evaporated from the filtrate
6. additionafter adding sodium bisulfite
7. stirringthe mixture was stirred for 18 hours
8. customThe precipitated bisulfite was removed by vacuum filtration
9. washwas washed
10. stirringby stirring for 21/2 hours under an inert gas in the presence of ether and dilute sulfuric acid
11. customThe ether was decanted
12. extractionthe aqueous phase was extracted again with ether
13. washThe combined ether phases were washed with water
14. customdried
15. customthe ether was evaporated under reduced pressure
16. customThe residue was crystallized from isopropyl ether