Water → 3,4-Dimethoxy-5-nitrobenzaldehyde

HRID 341852

反応式

HRID 341852 の反応式
[H-].[Na+].[N+:3]([C:6]1[C:7]([OH:16])=[C:8]([O:14][CH3:15])[CH:9]=[C:10]([CH:13]=1)[CH:11]=[O:12])([O-:5])=[O:4].[CH3:17]I.O>CN(C=O)C>[CH3:15][O:14][C:8]1[CH:9]=[C:10]([CH:13]=[C:6]([N+:3]([O-:5])=[O:4])[C:7]=1[O:16][CH3:17])[CH:11]=[O:12]

参加物

6

反応物 4

HCID 962WaterHCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 811345-Nitrovanillin

生成物 1

HCID 108675653,4-Dimethoxy-5-nitrobenzaldehyde

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒2 回

反応条件

温度
0 °C

実験手順

A suspension of sodium hydride (4.87 g, 121.7 mmole) in 18 mL dry DMF was cooled to 0° C. and then 5-nitrovanillin (20 g, 101.4 mmole) in 30 mL of DMF was added dropwise. After 30 minutes, methyl iodide (43.18 g, 304.2 mmole) was added dropwise at 0° C. When the addition was completed, the mixture was warmed to room temperature and stirred overnight. Water was added and the solution extracted with ethyl ether, the organic layer was washed with 10% NaOH solution, dried over MgSO4, filtered and evaporated in vacuo to an oil (8.7 g, 40.7%).

後処理

  1. additionWhen the addition
  2. temperaturethe mixture was warmed to room temperature
  3. extractionthe solution extracted with ethyl ether
  4. washthe organic layer was washed with 10% NaOH solution
  5. dry with materialdried over MgSO4
  6. filtrationfiltered
  7. customevaporated in vacuo to an oil (8.7 g, 40.7%)

出典と根拠

ORDレコード
ord-199b9efcfdb54d4e868c96008a8f708e
出典データセット
uspto-grants-1999_01
特許番号
US05856323

関連ノート

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