反応 #426892

反応方程式

4-benzylpyridazine

4-Benzylpyridazine

NaOH

→

phenylpyridazin-4-yl-methanone

Phenyl-Pyridazin-4-yl-Methanone

溶媒

acetic acid

acetic acid

反応条件

後処理

1. 1
   温度The reaction mixture was cooled to room temperature
2. 2
   抽出The neutralized mixture was extracted twice with CH2Cl2
3. 3
   乾燥The combined extracts were dried over MgSO4
4. 4
   その他were evaporated to dryness
5. 5
   その他The crude product was purified by crystallization
6. 6
   温度in refluxing isopropyl alcohol (10 vol)

実験手順

To a 100° C. suspension of SeO2 (4.75 g, 0.043 mole) in acetic acid (216 mL) was added dropwise to a solution of 4-benzylpyridazine (11; 7.6 g, 0.044.6 mole) in acetic acid (216 mL). The mixture was heated for 1 hour at 100° C. The reaction mixture was cooled to room temperature and was neutralized to a pH ˜6-7 with 50% NaOH. The neutralized mixture was extracted twice with CH2Cl2. The combined extracts were dried over MgSO4 and were evaporated to dryness. The crude product was purified by crystallization in refluxing isopropyl alcohol (10 vol). The yield of phenylpyridazin-4-yl-methanone (12) obtained was 5.8 g or 66%. MS (ESI+): [M+H]+=185.33; 1H NMR (300 MHz, CDCl3), δ ppm: 7.5-7.60 (m, 2H), 7.64-7.83 (m, 4H), 9.42-9.51 (m, 2H).

出典