Ethyl Acetate → HCID 22217916, 화합물

HRID 431049노트

반응식

HRID 431049 반응식
Br[C:2]1[CH:7]=[CH:6][C:5]([Br:8])=[CH:4][N:3]=1.[C:9](CCCO)#[N:10].[CH3:15][Si](C)(C)[N-][Si](C)(C)C.[Na+].CCO[C:28]([CH3:30])=[O:29]>CS(C)=O>[Br:8][C:5]1[CH:6]=[CH:7][C:2]([O:29][CH2:28][CH:30]([C:9]#[N:10])[CH3:15])=[N:3][CH:4]=1

참가 물질

6

반응물 4

HCID 8857Ethyl AcetateHCID 693532,5-DibromopyridineHCID 2207054-HydroxybutanenitrileHCID 2724254Sodium bis(trimethylsilyl)amide

생성물 1

HCID 22217916HCID 22217916, 화합물수율 39.3%

시약·촉매·용매 1

HCID 679Dimethyl Sulfoxide용매

실험 절차

To 2,5-dibromopyridine (500 mg, 2.1 mmol) and 3-cyano-1-propanol (270 mg, 3.1 mmol) in DMSO (2 mL) was added 1M sodium hexamethyldisilazide (2.1 mL, 2.1 mmol). The reaction was stirred at room temperature overnight. EtOAc was added to the reaction and the mixture was washed with water (2×10 mL). The EtOAc fraction was dried over anhydrous sodium sulfate and evaporated on a rotary evaporator. The crude product was purified by flash column chromatography over silica gel using 40%EtOAc/hexanes to give 200 mg of 5-bromo-2-cyanopropyloxypyridine as a pale yellow solid (39.3%).

후처리

  1. washthe mixture was washed with water (2×10 mL)
  2. dry with materialThe EtOAc fraction was dried over anhydrous sodium sulfate
  3. customevaporated on a rotary evaporator
  4. customThe crude product was purified by flash column chromatography over silica gel using 40%EtOAc/hexanes

출처 및 근거

ORD 기록
ord-18c6b0638df94ac38a8fc60a8e086103
출처 데이터셋
uspto-grants-2003_12
특허 번호
US06656933B2

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