反応 #1869189

ord-3322c82fa1d54539995fdfa8f5ce8b6b

反応方程式

N#Cc1ccc2nccc(Br)c2c1
( c )
N#Cc1ccc2nccc(Br)c2c1
4-Bromo-quinoline-6-carbonitrile
C=[CH][Sn]([CH2]CCC)([CH2]CCC)[CH2]CCC
vinyltributyltin
C=Cc1ccnc2ccc(C#N)cc12
product
収率 64.5%
C=Cc1ccnc2ccc(C#N)cc12
4-Vinyl-quinoline-6-carbonitrile
収率 64.5%

溶媒

反応条件

詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    温度the mixture was refluxed under argon for 2 hours
  2. 2
    その他Evaporation and flash silica chromatography
  3. 3
    洗浄eluting with chloroform

実験手順

To a solution of (c) (1 g, 4.3 mmol) and vinyltributyltin (1.5 mL, 5.17 mmol) in degassed toluene (20 ml) was added tetrakis(triphenylphosphine) palladium (0) (245 mg, 5 mol %) and the mixture was refluxed under argon for 2 hours. Evaporation and flash silica chromatography eluting with chloroform afforded the product as a pale yellow solid (500 mg, 64%).

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: US07498326B2uspto-grants-2009_03