反応 #465940

反応方程式

2,3-dimethyl-4-(2,2,3,3,3-pentafluoropropoxy)-pyridine-1-oxide

acetic anhydride

→

2-hydroxymethyl-3-methyl-4-(2,2,3,3, 3-pentafluoropropoxy)pyridine

反応条件

後処理

1. 1
   濃縮concentrated
2. 2
   workup.DISSOLUTIONThe residue was dissolved in methanol (30 ml)
3. 3
   workup.ADDITION2 N aqueous sodium hydroxide (20 ml) was added
4. 4
   workup.STIRRINGthe mixture was stirred at room temperature for 2 hours
5. 5
   濃縮After concentration, water
6. 6
   workup.ADDITIONwas added to the residue
7. 7
   抽出the mixture was extracted with ethyl acetate
8. 8
   乾燥The extract was dried over magnesium sulfate
9. 9
   workup.DISTILLATIONthe solvent was then distilled off
10. 10
    洗浄Elution
11. 11
    その他with chloroform-methanol (10:1) and recrystallization from isopropyl ether

実験手順

Concentrated sulfuric acid (2 drops) was added to a solution 2,3-dimethyl-4-(2,2,3,3,3-pentafluoropropoxy)-pyridine-1-oxide (2.5 g) in acetic anhydride (8 ml) and the mixture was stirred at 110° C. for 2 hours and then concentrated. The residue was dissolved in methanol (30 ml), 2 N aqueous sodium hydroxide (20 ml) was added, and the mixture was stirred at room temperature for 2 hours. After concentration, water was added to the residue and the mixture was extracted with ethyl acetate. The extract was dried over magnesium sulfate, the solvent was then distilled off, and te residue was applied to a silica gel (50 g) column. Elution with chloroform-methanol (10:1) and recrystallization from isopropyl ether gave 1.6 g of 2-hydroxymethyl-3-methyl-4-(2,2,3,3, 3-pentafluoropropoxy)pyridine as a brown oil.

出典