反应详情

Acetic anhydride (176 mL) was added slowly to a stirred mixture of 103.2 mL of m-toluidine in 300 mL of water. After complete addition, the mixture was stirred for 4 hours at room temperature. The mixture was cooled in an ice bath, then extracted with diethyl ether. The ether extract was dried over anhydrous sodium sulfate, filtered, and the filtrate evaporated under reduced pressure to leave an oily residue which solidified. The solid was collected, washed with water, then dissolved in diethyl ether. The etheral solution was dried over anhydrous sodium sulfate, filtered, and the filtrate evaporated under reduced pressure to yield 3-acetamidotoluene as a solid, mp 59°-61° C.

1. additionAfter complete addition
2. temperatureThe mixture was cooled in an ice bath
3. extractionextracted with diethyl ether
4. extractionThe ether extract
5. dry with materialwas dried over anhydrous sodium sulfate
6. filtrationfiltered
7. customthe filtrate evaporated under reduced pressure
8. customto leave an oily residue which
9. customThe solid was collected
10. washwashed with water
11. dissolutiondissolved in diethyl ether
12. dry with materialThe etheral solution was dried over anhydrous sodium sulfate
13. filtrationfiltered
14. customthe filtrate evaporated under reduced pressure