反応 #1865436

反応方程式

P2O5

2-([2-bromo-4-[(4-chlorophenyl)carbonyl]phenyl]carbamoyl) acetic acid

→

8-bromo-6-[(4-chlorophenyl)carbonyl]-4-hydroxy-1,2-dihydroquinolin-2-one

溶媒

sodium chloride

反応条件

後処理

1. 1
   その他Into a 250-mL 3-necked round-bottom flask, was placed
2. 2
   温度the temperature was raised to 99° C
3. 3
   workup.STIRRINGThe resulting solution was stirred for 3 h at 99° C
4. 4
   温度The resulting solution was cooled to room temperature
5. 5
   ろ過The solids were collected by filtration
6. 6
   workup.DISSOLUTIONdissolved in ethyl acetate (200 mL)
7. 7
   ろ過And the un-dissolved solids were collected by filtration

実験手順

Into a 250-mL 3-necked round-bottom flask, was placed P2O5 (8.95 g, 63.03 mmol, 1.00 equip), and MSA (80.55 g). The resulting solution was stirred for 1 h at 80° C. and then the temperature was raised to 99° C. To the resulting mixture was then added 2-([2-bromo-4-[(4-chlorophenyl)carbonyl]phenyl]carbamoyl) acetic acid (25 g, 63.03 mmol, 1.00 equip) in several batches. The resulting solution was stirred for 3 h at 99° C. The resulting solution was cooled to room temperature and added dropwise into saturated sodium chloride (500 mL). The solids were collected by filtration and then dissolved in ethyl acetate (200 mL). And the un-dissolved solids were collected by filtration to yield 8-bromo-6-[(4-chlorophenyl)carbonyl]-4-hydroxy-1,2-dihydroquinolin-2-one as a yellow solid. The filtrate was concentrated under vacuum and was applied onto a silica gel column with ethyl acetate first and then dichloromethane/methanol (8:2) to yield additional 8-bromo-6-[(4-chlorophenyl)carbonyl]-4-hydroxy-1,2-dihydroquinolin-2-one as a yellow solid. LCMS (ES, m/z) 378 [M+H]+

出典