Water → 6-Methoxy-2-pyridinecarbonitrile

HRID 1437208ノート

反応式

HRID 1437208 の反応式
[Cu][C:2]#[N:3].Br[C:5]1[CH:10]=[CH:9][CH:8]=[C:7]([O:11][CH3:12])[N:6]=1.O.C(OCC)(=O)C>CN(C)C=O>[CH3:12][O:11][C:7]1[N:6]=[C:5]([C:2]#[N:3])[CH:10]=[CH:9][CH:8]=1

参加物

6

反応物 4

HCID 962WaterHCID 8857Ethyl AcetateHCID 2568102-Bromo-6-methoxypyridineHCID 178418546HCID 178418546、化合物

生成物 1

HCID 130236446-Methoxy-2-pyridinecarbonitrile

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
165 °C

実験手順

Copper(I) cyanide (2.68 g) was added to 2-bromo-6-methoxypyridine (5.62 g) in N,N-dimethylformamide (112 mL) at room temperature, followed by stirring at 165° C. for 15 hours. The resultant mixture was cooled in air. Water and ethyl acetate was added to the mixture. The insoluble matter that was formed in the mixture was filtered by Celite. The filtrate was partitioned between water and ethyl acetate. The organic layer was dried over sodium sulfate anhydrate, followed by filtration. The solvent was evaporated under reduced pressure. The residue was subjected to silica gel column chromatography (hexane-ethyl acetate), to thereby give the title compound as a solid substance (1.78 g, 44%).

後処理

  1. customThe insoluble matter that was formed in the mixture
  2. filtrationwas filtered by Celite
  3. customThe filtrate was partitioned between water and ethyl acetate
  4. dry with materialThe organic layer was dried over sodium sulfate anhydrate
  5. filtrationfollowed by filtration
  6. customThe solvent was evaporated under reduced pressure

出典と根拠

ORDレコード
ord-1693acca8ef3476680cd75e42a9e8446
出典データセット
uspto-grants-2009_11
特許番号
US07622471B2

反応ノート

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