Sodium Bicarbonate → 2-Bromo-5-(dimethoxymethyl)pyridine

HRID 1281143ノート

反応式

HRID 1281143 の反応式
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]=[O:9])=[CH:4][N:3]=1.O.[C:11]1(C)C=CC(S(O)(=O)=O)=CC=1.[C:22](=[O:25])(O)[O-].[Na+]>CO>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([O:25][CH3:22])[O:9][CH3:11])=[CH:4][N:3]=1

参加物

5

反応物 3

HCID 516892Sodium BicarbonateHCID 521998p-Toluenesulfonic acid monohydrateHCID 117692346-Bromo-3-pyridinecarboxaldehyde

生成物 1

HCID 64252132-Bromo-5-(dimethoxymethyl)pyridine収率 94%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

To a solution of 2-bromo-5-pyridinecarboxaldehyde (1.02 g, 5.48 mmol) in methanol (100 mL) was added p-toluenesulfonic acid hydrate (1.05 g, 5.53 mmol), and the mixture was heated at reflux for 1.5 h. Diluted aqueous sodium bicarbonate was added, and the mixture was extracted with ethyl acetate twice. The organic layer was washed with brine and dried on anhydrous sodium sulfate. The solvent was evaporated under reduced pressure to afford 2-bromo-5-dimethoxymethylpyridine (1.19 g, 94%) as an oil.

後処理

  1. temperaturethe mixture was heated
  2. temperatureat reflux for 1.5 h
  3. extractionthe mixture was extracted with ethyl acetate twice
  4. washThe organic layer was washed with brine
  5. dry with materialdried on anhydrous sodium sulfate
  6. customThe solvent was evaporated under reduced pressure

出典と根拠

ORDレコード
ord-3c9b2444ae6742508796e48be196f153
出典データセット
uspto-grants-2002_09
特許番号
US06452014B1

反応ノート

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