反応 #2487394

反応方程式

lithium aluminum hydride

2-hydroxynicotinic acid

→

3-hydroxymethyl-2-pyridone

収率 32.4%

溶媒

tetrahydrofuran

反応条件

後処理

1. 1
   その他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
   その他was quenched with 1.6 mL of water, 1.6 mL of 15% NaOH
5. 5
   その他The solvent was removed in vacuo
6. 6
   ろ過The solution was filtered through celite
7. 7
   その他the solvent removed in vacuo

実験手順

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.

出典