反应 #2200597

反应方程式

lithium hydroxide

methyl 4-amino-3-chloro-6-ethyl-5-fluoropyridine-2-carboxylate

→

4-amino-3-chloro-6-ethyl-5-fluoropyridine-2-carboxylic acid

收率 78.5%

溶剂

water

tetrahydrofuran

反应条件

后处理

1. 1
   浓缩was then concentrated to half volume
2. 2
   workup.ADDITIONAfter adding water the reaction mixture
3. 3
   洗涤was washed once with ethyl acetate
4. 4
   其他to remove unreacted
5. 5
   浓缩concentrated
6. 6
   其他the residue partitioned between tetrahydrofuran and brine
7. 7
   浓缩the organic layer concentrated
8. 8
   其他dried under vacuum

实验过程

A solution of lithium hydroxide (0.49 g, 11.73 mmol) in water (25 mL) was added to a solution of methyl 4-amino-3-chloro-6-ethyl-5-fluoropyridine-2-carboxylate (1.36 g, 5.86 mmol) in tetrahydrofuran (25 mL). The mixture was vigorously stirred at room temperature overnight and was then concentrated to half volume. After adding water the reaction mixture was washed once with ethyl acetate to remove unreacted starting material. The aqueous layer was then acidified to pH<3 with 1N HCl, concentrated and the residue partitioned between tetrahydrofuran and brine. The aqueous layer was discarded and the organic layer concentrated and dried under vacuum to provide 4-amino-3-chloro-6-ethyl-5-fluoropyridine-2-carboxylic acid (1.01 g, 4.60 mmol) as a white solid, mp 144-145° C.

来源