反应 #7891

反应方程式

HCl

methyl 4-(cyanomethyl)-3-ethoxybenzoate

lithium hydroxide monohydrate

→

4-(cyanomethyl)-3-methoxybenzoic acid

溶剂

MeOH THF H2O

反应条件

后处理

1. 1
   其他to quench
2. 2
   其他the reaction
3. 3
   萃取the mixture was extracted with EtOAc (3×200 mL)
4. 4
   洗涤the combined organic extracts were washed with brine (100 mL)
5. 5
   干燥dried (MgSO4)
6. 6
   过滤filtered
7. 7
   浓缩concentrated in vacuo

实验过程

A solution of methyl 4-(cyanomethyl)-3-ethoxybenzoate (18 g, 88 mmol) in 150 mL of MeOH:THF:H2O (3:3:1) was treated with lithium hydroxide monohydrate (11 g, 263 mmol) at 22° C. for overnight. Then 10% aqueous HCl (100 mL) was added to quench the reaction, the mixture was extracted with EtOAc (3×200 mL), the combined organic extracts were washed with brine (100 mL) and dried (MgSO4), filtered and concentrated in vacuo to afford 4-(cyanomethyl)-3-methoxybenzoic acid as a white solid. MS (ESI) 192 (M+H)+.

来源