反应详情

An 11.7 g. portion of 4-methylbiphenyl was dissolved in 75 ml. of carbon disulfide and cooled in an ice bath while 11.6 g. of aluminum chloride was added portionwise with vigorous stirring. A 15.9 g. portion of bromoacetylbromide was added dropwise and after completion and the reaction subsided the mixture was heated at reflux for 3 hours, then cooled overnight. The mixture was poured into crushed ice and 150 ml. of acetic acid and stirred for 1.5 hours. The resulting gum was collected and stirred in methanol for 2 hours, giving a solid. This solid was dissolved in methanol:acetone, treated with charcoal and cooled. The solution was decanted, concentrated to about 150 ml., decanted and recooled giving a solid which was collected, giving the desired intermediate as a beige solid, m.p. 120°-122° C.

1. temperaturewas heated
2. temperatureat reflux for 3 hours
3. temperaturecooled overnight
4. additionThe mixture was poured
5. custominto crushed ice and 150 ml
6. customThe resulting gum was collected
7. customgiving a solid
8. temperaturecooled
9. customThe solution was decanted
10. concentrationconcentrated to about 150 ml
11. custom, decanted
12. customrecooled giving a solid which
13. customwas collected