تفاعل #599375

معادلة التفاعل

4-benzylpyridazine

AcOH

AcOH

→

phenyl(pyridazin-4-yl)methanone

المردود 91.0%

ظروف التفاعل

المعالجة

1. 1
   ترشيحthe reaction solution was filtrated
2. 2
   ترشيحthe filtration
3. 3
   تركيزwas concentrated under reduced pressure, and Sat.aq Na2CO3
4. 4
   workup.ADDITIONwas added
5. 5
   استخلاصextracted with DCM (50 mL×3)
6. 6
   غسيلwashed by brine
7. 7
   تجفيفdried over Na2SO4
8. 8
   تركيزconcentrated

الإجراء التجريبي

A solution of 4-benzylpyridazine (1.0 g, 5.9 mmol) in AcOH (28 mL) was added dropwise to a stirring suspension of SeO2 (3.2 g, 29.5 mmol) in AcOH (28 mL), the resulting mixture was heated to 100° C. for 1 h. TLC showed the starting material had disappeared, then the reaction solution was filtrated, the filtration was concentrated under reduced pressure, and Sat.aq Na2CO3 was added to adjust PH=9-10, then, extracted with DCM (50 mL×3), washed by brine, dried over Na2SO4 and concentrated to get the phenyl(pyridazin-4-yl)methanone (1.0 g, yield: 91%). 1H NMR (CDCl3 400 MHz): δ9.50-9.45 (m, 2H), 7.83 (d, J=7.6 Hz, 2H), 7.78-7.74 (dd, J=5.2, 2.4 Hz, 1H), 7.74-7.68 (m, 1H), 7.57 (t, J=7.2 Hz, 2H).

المصدر