Water → HCID 18426809, 화합물

HRID 1281151노트

반응식

HRID 1281151 반응식
[Br:1][C:2]1[C:7]([CH3:8])=[CH:6][C:5](Br)=[C:4]([CH3:10])[N:3]=1.C([Mg]Cl)(C)C.CN(C)[CH:18]=[O:19].O>O1CCCC1>[Br:1][C:2]1[N:3]=[C:4]([CH3:10])[C:5]([CH:18]=[O:19])=[CH:6][C:7]=1[CH3:8]

참가 물질

6

반응물 4

HCID 962WaterHCID 6228DimethylformamideHCID 8172152,5-dibromo-3,6-dimethylpyridineHCID 178418918HCID 178418918, 화합물

생성물 1

HCID 18426809HCID 18426809, 화합물수율 47.5%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of 2,5-dibromo-3,6-dimethylpyridine (989 mg, 3.75 mmol) in tetrahydrofuran (6 mL) was added isopropylmagnesium chloride (2 mol/L in tetrahydrofuran; 2.0 mL, 4.0 mmol) under nitrogen atmosphere, and the mixture was stirred at room temperature for 1.5 h. Dimethylformamide (0.58 mL, 7.5 mmol) was added, and the mixture was stirred for additional 10 min. Water was added, and the mixture was extracted with ethyl acetate. The organic layer was washed with brine and dried on anhydrous sodium sulfate. The solvent was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography (7:1 hexane/ethyl acetate) to afford 6-bromo-2,5-dimethyl-3-pyridinecarboxaldehyde (381 mg, 47%).

후처리

  1. stirringthe mixture was stirred for additional 10 min
  2. extractionthe mixture was extracted with ethyl acetate
  3. washThe organic layer was washed with brine
  4. dry with materialdried on anhydrous sodium sulfate
  5. customThe solvent was evaporated under reduced pressure
  6. customthe residue was purified by silica gel column chromatography (7:1 hexane/ethyl acetate)

출처 및 근거

ORD 기록
ord-3153d1c4b84a4d739c8765d1abaa6425
출처 데이터셋
uspto-grants-2002_09
특허 번호
US06452014B1

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