反应详情

A mixture of ethyl 2-aminobenzoate (ethyl anthranilate) (50.0 g, 0.30 mole) and ethyl chloroformate (32.8 g, 0.30 mole) in 400 mL of xylenes was heated at reflux for 8 hours. The xylene was removed and the residue was dissolved in chloroform. The chloroform layer was extracted with 5% sodium hydroxide, dried (Na2SO4), filtered, and the chloroform removed to give an oil which crystallized. The solid was triturated with isopropyl ether and placed in the freezer. Two crops of white solid were obtained and dried in vacuo overnight at room temperature. This provided 67.95 g (97.6% yield) of white crystalline solid, mp 41°-42° C.

1. temperaturewas heated
2. temperatureat reflux for 8 hours
3. customThe xylene was removed
4. dissolutionthe residue was dissolved in chloroform
5. extractionThe chloroform layer was extracted with 5% sodium hydroxide
6. dry with materialdried (Na2SO4)
7. filtrationfiltered
8. customthe chloroform removed
9. customto give an oil which
10. customcrystallized
11. customThe solid was triturated with isopropyl ether
12. customTwo crops of white solid were obtained
13. customdried in vacuo overnight at room temperature