反应详情

温度

0 °C

Anhydrous aluminum chloride (3.5 g, 26.2 mmol) was added to a cold (0° C.) mixture of 1-chloroanthracene (3 g, 14.1 mmol) and oxalyl chloride (10 g, 78.8 mmol) in 30 ml of dry carbon disulfide. After stirring the reaction mixture under an argon atmosphere for two hours at 0° C., additional portions of anhydrous carbon disulfide (30 ml) and dry aluminum chloride (2.25 g, 18.7 mmol) were added. Stirring at 0° C. was continued for an additional two hours. Thereafter, an additional portion of anhydrous carbon disulfide (10 ml) was added, and stirring was continued overnight at room temperature. At the end of the reaction, the mixture was cooled to 0° C. and dilute hydrochloric acid was slowly added. An orange precipitate was collected, washed with water, and treated with 5% sodium hydroxide solution (150 ml). The insoluble solid was collected, washed with water, and air-dried. The crude material was purified by short-column filtration using silica gel and chloroform. Yield was 53%.

1. stirringStirring at 0° C.
2. waitwas continued for an additional two hours
3. stirringstirring
4. waitwas continued overnight at room temperature
5. customAt the end of the reaction
6. temperaturethe mixture was cooled to 0° C.
7. customAn orange precipitate was collected
8. washwashed with water
9. additiontreated with 5% sodium hydroxide solution (150 ml)
10. customThe insoluble solid was collected
11. washwashed with water
12. customair-dried
13. filtrationThe crude material was purified by short-column filtration