反応 #2351342

反応方程式

methyl 3-methoxyisonicotinate

diisobutyl aluminum hydride

→

3-methoxyisonicotinaldehyde

溶媒

toluene

toluene

反応条件

後処理

1. 1
   その他was quenched with 5 mL of methanol
2. 2
   濃縮concentrated under reduced pressure
3. 3
   workup.ADDITIONTo a stirred solution of the residue (0.15 g) in 50 mL of dichloromethane was added 1 mL of water
4. 4
   ろ過The mixture was filtered
5. 5
   workup.ADDITION0.75 g of activated MnO2 was added
6. 6
   温度The mixture was heated
7. 7
   温度to reflux under nitrogen for 5 h
8. 8
   温度cooled
9. 9
   ろ過filtered
10. 10
    濃縮Concentration under reduced pressure
11. 11
    その他gave a resin

実験手順

To an cooled solution (−78° C. internal temp) of 0.192 g of methyl 3-methoxyisonicotinate in 10 mL of toluene was added 2 mL of 1 M diisobutyl aluminum hydride in toluene. After stirring 10 min the reaction was quenched with 5 mL of methanol and concentrated under reduced pressure. To a stirred solution of the residue (0.15 g) in 50 mL of dichloromethane was added 1 mL of water, then 1 g of MgSO4. The mixture was filtered and 0.75 g of activated MnO2 was added. The mixture was heated to reflux under nitrogen for 5 h, then cooled and filtered. Concentration under reduced pressure gave a resin: MS (m+1)=138.1.

出典