Citric Acid → 3-Bromo-4-methoxypyridine

HRID 468833노트

반응식

HRID 468833 반응식
[Br:1][C:2]1[CH:3]=[N:4][CH:5]=[CH:6][C:7]=1F.C[O-].[Na+].CO.C(O)(=O)C[C:16](CC(O)=O)(C(O)=O)[OH:17]>>[Br:1][C:2]1[CH:3]=[N:4][CH:5]=[CH:6][C:7]=1[O:17][CH3:16]

참가 물질

5

반응물 4

HCID 311Citric AcidHCID 887MethanolHCID 27627793-bromo-4-fluoropyridineHCID 10942334Sodium Methoxide

생성물 1

HCID 6428273-Bromo-4-methoxypyridine수율 40%

실험 절차

3-Bromo-4-fluoropyridine (253 mg, 1.44 mmol) was suspended in a solution of sodium methoxide in methanol (3.0 mL, 4.6 M, 14 mmol) at ambient temperature, the mixture stirred for 3 days, and then poured into aqueous citric acid (1M) and extracted twice into dichloromethane. The combined organic phases were washed with saturated aqueous sodium bicarbonate, dried over sodium sulfate, filtered and concentrated in vacuo to afford a yellow oil (108 mg, 40%) that was used without further purification. LCMS: M+H+=188 & 190.

후처리

  1. extractionextracted twice into dichloromethane
  2. washThe combined organic phases were washed with saturated aqueous sodium bicarbonate
  3. dry with materialdried over sodium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-5faab8c53d534f14a4743b95db2fb359
출처 데이터셋
uspto-grants-2014_01
특허 번호
US08623889B2

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