Water → Methyl 2-methoxyisonicotinate

HRID 1635490ノート

反応式

HRID 1635490 の反応式
Cl[C:2]1[CH:3]=[C:4]([CH:9]=[CH:10][N:11]=1)[C:5]([O:7][CH3:8])=[O:6].[CH3:12][O-:13].[Na+].O>O1CCOCC1>[CH3:12][O:13][C:2]1[CH:3]=[C:4]([CH:9]=[CH:10][N:11]=1)[C:5]([O:7][CH3:8])=[O:6]

参加物

5

反応物 3

HCID 962WaterHCID 2736842Methyl 2-chloropyridine-4-carboxylateHCID 10942334Sodium Methoxide

生成物 1

HCID 14223465Methyl 2-methoxyisonicotinate収率 75%

試薬・触媒・溶媒 1

HCID 312751,4-Dioxane溶媒

実験手順

A mixture of methyl 2-chloroisonicotinate (5.23 g, 0.030 mol) and sodium methoxide (2.47 g, 0.045 mol) in 15 mL of dioxane was heated at reflux for 1.5 hours. After the reaction mixture was cooled, water was added and the resulting mixture was extracted with methylene chloride. The organic layer was washed with brine, dried over magnesium sulfate and filtered. The filtrate was concentrated in vacuo to give 3.76 g (75%) of product as a yellow oil: Anal. Calc'd. for C8H9NO3: C, 57.48; H, 5.43; N, 8.38. Found: C, 57.07; H, 5.54; N, 8.34.

後処理

  1. temperaturewas heated
  2. temperatureat reflux for 1.5 hours
  3. temperatureAfter the reaction mixture was cooled
  4. extractionthe resulting mixture was extracted with methylene chloride
  5. washThe organic layer was washed with brine
  6. dry with materialdried over magnesium sulfate
  7. filtrationfiltered
  8. concentrationThe filtrate was concentrated in vacuo

出典と根拠

ORDレコード
ord-05a75eb72c374d90b063afae6d5f8dbf
出典データセット
uspto-grants-2003_01
特許番号
US06509361B1

反応ノート

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