反应 #2200601

反应方程式

methyl 3-chloro-6-(methoxymethyl)pyridine-2-carboxylate 1-oxide

phosphorus oxychloride

→

methyl 3,4-dichloro-6-(methoxymethyl)pyridine-2-carboxylate

收率 98.3%

溶剂

acetonitrile

反应条件

后处理

1. 1
   温度at reflux for 4 hours
2. 2
   浓缩was concentrated to dryness in vacuo
3. 3
   workup.ADDITIONThe residue was diluted with ethyl ether
4. 4
   洗涤carefully washed with saturated NaHCO3 solution
5. 5
   其他The organic layer was separated
6. 6
   萃取the aqueous layer was extracted with ethyl ether
7. 7
   干燥the solution was dried (MgSO4)
8. 8
   过滤filtered
9. 9
   浓缩concentrated to dryness

实验过程

To a solution of methyl 3-chloro-6-(methoxymethyl)pyridine-2-carboxylate 1-oxide (1.64 g, 7.08 mmol) in acetonitrile (28 mL) was added phosphorus oxychloride (1.32 mL, 14.16 mmol) and the mixture stirred at reflux for 4 hours. After cooling to room temperature the mixture was concentrated to dryness in vacuo. The residue was diluted with ethyl ether and carefully washed with saturated NaHCO3 solution. The organic layer was separated and the aqueous layer was extracted with ethyl ether. After the organic layers were combined, the solution was dried (MgSO4), filtered and concentrated to dryness to give crude methyl 3,4-dichloro-6-(methoxymethyl)pyridine-2-carboxylate (1.74 g) as a yellow oil; 1H NMR (CDCl3): δ 7.70 (s, 1H), 4.60 (s, 2H), 4.00 (s, 3H), 3.40 (s, 3H).

来源