反应 #2487394

反应方程式

lithium aluminum hydride

2-hydroxynicotinic acid

→

3-hydroxymethyl-2-pyridone

收率 32.4%

溶剂

tetrahydrofuran

反应条件

后处理

1. 1
   其他returned to room temperature
2. 2
   温度before being refluxed for 8 h
3. 3
   温度The reaction was cooled to room temperature
4. 4
   其他was quenched with 1.6 mL of water, 1.6 mL of 15% NaOH
5. 5
   其他The solvent was removed in vacuo
6. 6
   过滤The solution was filtered through celite
7. 7
   其他the solvent removed in vacuo

实验过程

In Example 1, 1.6063 g (42.33 mmol) of lithium aluminum hydride (LAH) was suspended in 100 mL of tetrahydrofuran (THF) in a 250 mL round bottom flask (RBF) under the presence of argon gas (99.999% purity) and was cooled to 0° C. in an ice bath. 5.0946 g (36.62 mmol) of 2-hydroxynicotinic acid was slowly added, and the solution returned to room temperature before being refluxed for 8 h. The reaction was cooled to room temperature and was quenched with 1.6 mL of water, 1.6 mL of 15% NaOH and an additional 4.8 mL of water. The solvent was removed in vacuo and the residue was taken up in 100 mL of refluxing ethanol. The solution was filtered through celite and the solvent removed in vacuo to produce 1.4848 g (32.40% yield) of 3-hydroxymethyl-2-pyridone. Characterization data of the product was consistent with literature.

来源