Reaktion #465940

Reaktionsgleichung

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

Reaktionsbedingungen

Aufarbeitung

1. 1
   Einengenconcentrated
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
   EinengenAfter concentration, water
6. 6
   workup.ADDITIONwas added to the residue
7. 7
   Extraktionthe mixture was extracted with ethyl acetate
8. 8
   TrocknenThe extract was dried over magnesium sulfate
9. 9
   workup.DISTILLATIONthe solvent was then distilled off
10. 10
    WaschenElution
11. 11
    Sonstigewith chloroform-methanol (10:1) and recrystallization from isopropyl ether

Vorschrift

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.

Quelle