反応 #465939

反応方程式

2,3-dimethyl-4-nitropyridine-1-oxide

methyl ethyl ketone

2,2,3,3,3-pentafluoropropanol

potassium carbonate

→

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

溶媒

hexamethylphosphoric acid triamide

反応条件

後処理

1. 1
   ろ過Then, the insoluble matter was filtered off
2. 2
   濃縮the filtrate was concentrated
3. 3
   workup.ADDITIONWater was added to the residue
4. 4
   抽出the mixture was extracted with ethyl acetate
5. 5
   乾燥The extract layer was dried over magnesium sulfate
6. 6
   workup.DISTILLATIONthe solvent was distilled off
7. 7
   洗浄Elution
8. 8
   その他with chloroform-methanol (10:1) and recrystallization from ethyl acetate-hexane

実験手順

A mixture of 2,3-dimethyl-4-nitropyridine-1-oxide (2.0 g), methyl ethyl ketone (30 ml), 2,2,3,3,3-pentafluoropropanol (3.05 ml), anhydrous potassium carbonate (3.29 g) and hexamethylphosphoric acid triamide (2.07 g) was heated at 70-80° C. with stirring for 4.5 days. Then, the insoluble matter was filtered off and the filtrate was concentrated. Water was added to the residue and the mixture was extracted with ethyl acetate. The extract layer was dried over magnesium sulfate, then the solvent was distilled off, and the residue was applied to a silica gel column (50 g). Elution with chloroform-methanol (10:1) and recrystallization from ethyl acetate-hexane gave 2.4 g of 2,3-dimethyl-4-(2,2,3,3,3-pentafluoropropoxy)pyridine-1-oxide as colorless needles. Melting point 148-149° C.

出典