반응 #804274

반응 방정식

water

4-(5-methyl-1-oxo-1,2-dihydro-isoquinolin-3-yl)-benzonitrile

NaOH

HCl

→

4-(5-methyl-1-oxo-1,2-dihydro-isoquinolin-3-yl)-benzoic acid

수율 63.0%

반응 조건

후처리

1. 1
   기타the reaction mixture irradiated
2. 2
   기타a microwave (300 W, 130° C., 20 min)
3. 3
   기타The reaction mixtures
4. 4
   기타precipitated out of solution
5. 5
   여과The solid was filtered
6. 6
   세척washed with water
7. 7
   기타dried
8. 8
   workup.DISSOLUTIONThe solid was dissolved in DMF
9. 9
   기타to remove any residual palladium
10. 10
    세척eluting with DMF
11. 11
    기타The eluent was removed in vacuo

실험 절차

To 4-(5-methyl-1-oxo-1,2-dihydro-isoquinolin-3-yl)-benzonitrile (100 mg, 0.38 mmol) was added 2M NaOH (1.5 mL) and the reaction mixture irradiated using a microwave (300 W, 130° C., 20 min). The reaction mixtures was diluted with water and adjusted to pH2 with 2M HCl whereupon a pale yellow solid precipitated out of solution. The solid was filtered, washed with water and dried. The solid was dissolved in DMF and passed through a Si-thiol cartridge to remove any residual palladium, eluting with DMF. The eluent was removed in vacuo to give 4-(5-methyl-1-oxo-1,2-dihydro-isoquinolin-3-yl)-benzoic acid as a pale yellow solid (120 mg, 63%).

출처