반응 #478516

반응 방정식

6-bromo-2-naphthoic acid

ammonia

MeOH

→

title compound

수율 90.0%

6-bromo-2-naphthamide

수율 90.0%

용매

thionyl chloride

반응 조건

후처리

1. 1
   농축After concentration in vacuo
2. 2
   workup.ADDITIONthe residue was rediluted in CH2Cl2
3. 3
   농축concentrated again
4. 4
   농축The mixture was then concentrated
5. 5
   여과filtered
6. 6
   세척rinsed with AcOEt
7. 7
   건조dried over MgSO4
8. 8
   여과filtered
9. 9
   농축concentrated in vacuo

실험 절차

6-bromo-2-naphthoic acid (2 g, 7.97 mmol) was stirred in thionyl chloride (13.28 ml) at 70° C. for 16 h. After concentration in vacuo, the residue was rediluted in CH2Cl2 and concentrated again. To the acid chloride intermediate was added ammonia in MeOH (7 M, 13.66 ml, 96 mmol) and the mixture was stirred at room temperature for 3 h. The mixture was then concentrated. The residue was taken up in AcOEt, filtered, rinsed with AcOEt and then dried over MgSO4, filtered and concentrated in vacuo. The title compound (1.802 g, 90%) was isolated as a beige solid. LC-MS (M+1) 251.9, t=1.34 min.

출처