Ammonia → 3,4-Diethoxy-2-fluorobenzonitrile

HRID 2223755ノート

反応式

HRID 2223755 の反応式
[Cu][C:2]#[N:3].Br[C:5]1[CH:10]=[CH:9][C:8]([O:11][CH2:12][CH3:13])=[C:7]([O:14][CH2:15][CH3:16])[C:6]=1[F:17].C(OCC)(=O)C.N>CN(C)C=O>[CH2:15]([O:14][C:7]1[C:6]([F:17])=[C:5]([CH:10]=[CH:9][C:8]=1[O:11][CH2:12][CH3:13])[C:2]#[N:3])[CH3:16]

参加物

6

反応物 4

HCID 222AmmoniaHCID 8857Ethyl AcetateHCID 230937081-Bromo-3,4-diethoxy-2-fluorobenzeneHCID 178418546HCID 178418546、化合物

生成物 1

HCID 230937173,4-Diethoxy-2-fluorobenzonitrile収率 94.3%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
155 °C

実験手順

Copper(I)cyanide (6.8 g, 68.3 mmol) was added to a solution of 1-bromo-3,4-diethoxy-2-fluorobenzene (12.0 g, 45.6 mmol) in N,N-dimethylformamide (DMF) (60 mL) at room temperature, and this was then stirred at 155° C. for 3 hours. The reaction solution was cooled on ice. Following addition of ethyl acetate and 28% aqueous ammonia, the organic layer was separated and washed with water and saturated brine, and then dried over anhydrous magnesium sulfate. The solvent was removed after filtration, and the residue was purified by silica gel column chromatography (n-hexane, ethyl acetate) to give 9.0 g of the subject compound (yield: 94.3%).

後処理

  1. temperatureThe reaction solution was cooled on ice
  2. customthe organic layer was separated
  3. washwashed with water and saturated brine
  4. dry with materialdried over anhydrous magnesium sulfate
  5. customThe solvent was removed
  6. filtrationafter filtration
  7. customthe residue was purified by silica gel column chromatography (n-hexane, ethyl acetate)

出典と根拠

ORDレコード
ord-658744872cee4cc89b01c6b862acc909
出典データセット
uspto-grants-2008_05
特許番号
US07375236B2

反応ノート

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