반응 #2487394

반응 방정식

lithium aluminum hydride

2-hydroxynicotinic acid

→

3-hydroxymethyl-2-pyridone

수율 32.4%

용매

tetrahydrofuran

반응 조건

후처리

1. 1
   기타returned to room temperature
2. 2
   온도before being refluxed for 8 h
3. 3
   온도The reaction was cooled to room temperature
4. 4
   기타was quenched with 1.6 mL of water, 1.6 mL of 15% NaOH
5. 5
   기타The solvent was removed in vacuo
6. 6
   여과The solution was filtered through celite
7. 7
   기타the solvent removed in vacuo

실험 절차

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.

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