반응 #7239

반응 방정식

H2O2

2,3-lutidine

H2O2

acetic acid

→

2-acetoxymethyl-3-methyl-pyridine

용매

acetic anhydride

반응 조건

후처리

1. 1
   온도the solution was heated at 70° C. overnight
2. 2
   온도to cool to room temperature
3. 3
   농축concentrated under reduced pressure
4. 4
   workup.DISSOLUTIONThe residue was dissolved in CHCl3 (100 mL)
5. 5
   workup.ADDITIONtreated with solid Na2CO3 (14.12 g)
6. 6
   workup.WAITAfter 1 hour
7. 7
   기타the supernatant was decanted
8. 8
   세척the residue was washed with warm CHCl3 (3×50 mL)
9. 9
   여과The combined supernatants were filtered
10. 10
    농축concentrated
11. 11
    기타to provide 4.6951 g as a yellow solid
12. 12
    온도heated at 90° C. overnight
13. 13
    온도The mixture was cooled to room temperature
14. 14
    농축concentrated
15. 15
    여과the crude product was filtered through a silica plug (33 g silica, ethyl acetate)

실험 절차

To a stirred solution of 2,3-lutidine (4.8363 g, 45.13 mmol) in glacial acetic acid (30 mL) at room temperature was added 30% H2O2 (4.6 mL) and the resultant solution was heated to 70° C. After 6 hours, the reaction mixture was cooled to room temperature, additional H2O2 (4.6 mL) was added, and the solution was heated at 70° C. overnight. The reaction mixture was allowed to cool to room temperature and then concentrated under reduced pressure. The residue was dissolved in CHCl3 (100 mL) and treated with solid Na2CO3 (14.12 g). After 1 hour, the supernatant was decanted and the residue was washed with warm CHCl3 (3×50 mL). The combined supernatants were filtered and concentrated to provide 4.6951 g as a yellow solid. The solid was dissolved in acetic anhydride (38 mL) and heated at 90° C. overnight. The mixture was cooled to room temperature and concentrated and the crude product was filtered through a silica plug (33 g silica, ethyl acetate) to give 6.13 g of 2-acetoxymethyl-3-methyl-pyridine as an orange oil.

출처