Methanol → 3-(2-Propyl-pyridin-4-yl)-acrylonitrile

HRID 277020ノート

反応式

HRID 277020 の反応式
[H-].[Na+].[Cl-].[C:4]([CH2:6][P+](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)#[N:5].[CH2:26]([C:29]1[CH:34]=[C:33]([CH:35]=O)[CH:32]=[CH:31][N:30]=1)[CH2:27][CH3:28].CO>O1CCCC1.CN(C)C=O>[CH2:26]([C:29]1[CH:34]=[C:33]([CH:35]=[CH:6][C:4]#[N:5])[CH:32]=[CH:31][N:30]=1)[CH2:27][CH3:28]

参加物

7

反応物 4

HCID 887MethanolHCID 24758Sodium hydrideHCID 197040(Cyanomethyl)triphenylphosphonium chlorideHCID 226296632-Propyl-4-pyridinecarboxaldehyde

生成物 1

HCID 700871883-(2-Propyl-pyridin-4-yl)-acrylonitrile収率 46.8%

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 8028Tetrahydrofuran溶媒2 回

実験手順

To a suspension of 1.39 g (0.03 mol) sodiumhydride in 40 ml tetrahydrofurane and 40 ml dimethylformamide were added 10.13 g (0.03 mol) (cyanomethyl)triphenylphosphonium chloride. After sirring for 1 hour at room temperature a solution of 4.48 g (0.03 mol) 2-propyl-4-pyridinecarboxaldehyde in 15 ml tetrahydrofuran were added and stirring was continued for 15 hours. Then 10 ml methanol were added) the solvents were evaporated and the residue chromatographed on aluminiumoxide with dichloromethane to yield 2.42 g 3-(2-propyl-pyridin-4-yl)-acrylonitrile as yellow oil. MS m/e (%): 173 (M+H+, 100).

後処理

  1. waitwas continued for 15 hours
  2. customwere evaporated
  3. customthe residue chromatographed on aluminiumoxide with dichloromethane

出典と根拠

ORDレコード
ord-eb89275c9cdb42e8abfba864d3e39d48
出典データセット
uspto-grants-2002_03
特許番号
US06355653B1

反応ノート

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