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

HRID 1281143노트

반응식

HRID 1281143 반응식
[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

참가 물질

5

반응물 3

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

생성물 1

HCID 64252132-Bromo-5-(dimethoxymethyl)pyridine수율 94%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-3c9b2444ae6742508796e48be196f153
출처 데이터셋
uspto-grants-2002_09
특허 번호
US06452014B1

반응 노트

불러오는 중…