反応 #1096

反応方程式

4-chloro-3-methoxy-2-methylpyridine

phenol

O-benzylhydroxylamine

NaOH

→

4-(O-Benzylhydroxylamino)-3-methoxy-2-methylpyridine

溶媒

CH2Cl2

反応条件

後処理

1. 1
   温度After cooling
2. 2
   抽出The aqueous phase is extracted a second time with CH2Cl2
3. 3
   濃縮After concentrating the combined CH2Cl2 phases, excess O-benzylhydroxylamine
4. 4
   workup.DISTILLATIONis distilled off in vacuo at 0.6 mm
5. 5
   その他The residue crystallizes
6. 6
   ろ過After filtering off with suction
7. 7
   洗浄washing with hexane 21.6 g=88.4% of product
8. 8
   その他The product is recrystallized from ethyl acetate

実験手順

16 g of 4-chloro-3-methoxy-2-methylpyridine, 63 g of phenol and 40 g of O-benzylhydroxylamine are stirred at 120° C. under nitrogen for 4 hours. After cooling, the mixture is shaken with 500 ml of 2N NaOH and CH2Cl2. The aqueous phase is extracted a second time with CH2Cl2. After concentrating the combined CH2Cl2 phases, excess O-benzylhydroxylamine is distilled off in vacuo at 0.6 mm. The residue crystallizes on stirring with hexane. After filtering off with suction and washing with hexane 21.6 g=88.4% of product remain. The product is recrystallized from ethyl acetate. M.p.: 130° C.

出典