반응 #80947

반응 방정식

methyl 4-(acetylamino)-5-chloro-2-(2-propynoxy)benzoate

phenoxybenzene

→

methyl 5-(acetylamino)-6-chloro-2H-1-benzopyran-8-carboxylate

수율 33.8%

반응 조건

후처리

1. 1
   온도After cooling
2. 2
   workup.ADDITIONthe reaction mixture was poured into petroleumether
3. 3
   기타The organic layer was separated
4. 4
   기타dried
5. 5
   여과filtered
6. 6
   기타evaporated
7. 7
   기타The residue was purified by column chromatography (silica gel; CH2Cl2 /CH3OH 97:3)
8. 8
   기타The eluent of the desired fractions was evaporated
9. 9
   기타the residue was crystallized from acetonitrile

실험 절차

A mixture of 40 parts of methyl 4-(acetylamino)-5-chloro-2-(2-propynoxy)benzoate and 172 parts of phenoxybenzene was stirred for 45 min. at 230° C. After cooling, the reaction mixture was poured into petroleumether. The organic layer was separated, dried, filtered and evaporated. The residue was purified by column chromatography (silica gel; CH2Cl2 /CH3OH 97:3). The eluent of the desired fractions was evaporated and the residue was crystallized from acetonitrile, yielding 11.9 parts (33.8%) of methyl 5-(acetylamino)-6-chloro-2H-1-benzopyran-8-carboxylate (interm 11).

출처