تفاعل #80303

معادلة التفاعل

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

phenoxybenzene

→

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

المردود 33.8%

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةAfter cooling
2. 2
   workup.ADDITIONthe reaction mixture was poured into petroleumether
3. 3
   أخرىThe organic layer was separated
4. 4
   أخرىdried
5. 5
   ترشيحfiltered
6. 6
   أخرىevaporated
7. 7
   أخرىThe residue was purified by column chromatography (silica gel; CH2Cl2 /CH3OH 97:3)
8. 8
   أخرىThe eluent of the desired fractions was evaporated
9. 9
   أخرىthe residue was crystallized from acetonitrile

الإجراء التجريبي

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).

المصدر