Ethyl Acetate → HCID 22217916、化合物

HRID 431542ノート

反応式

HRID 431542 の反応式
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

参加物

6

反応物 4

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

生成物 1

HCID 22217916HCID 22217916、化合物収率 39.3%

試薬・触媒・溶媒 1

HCID 679Dimethyl Sulfoxide溶媒

実験手順

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%).

後処理

  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

出典と根拠

ORDレコード
ord-285c691465194d77986f31ef78f3c7ff
出典データセット
uspto-grants-2003_12
特許番号
US06660732B2

反応ノート

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