p-Toluenesulfonic acid → 4-(2-Acetyl-3-oxo-1-butenyl)benzonitrile

HRID 420643ノート

反応式

HRID 420643 の反応式
[C:1]([C:3]1[CH:10]=[CH:9][C:6]([C:7]#[N:8])=[CH:5][CH:4]=1)#N.[CH3:11][C:12](=[O:17])[CH2:13][C:14](=[O:16])[CH3:15].N1CCCCC1.C1(C)C=CC(S(O)(=O)=O)=CC=1>C1(C)C=CC=CC=1>[C:14]([C:13]([C:12](=[O:17])[CH3:11])=[CH:1][C:3]1[CH:10]=[CH:9][C:6]([C:7]#[N:8])=[CH:5][CH:4]=1)(=[O:16])[CH3:15]

参加物

6

反応物 4

HCID 6101p-Toluenesulfonic acidHCID 8082PiperidineHCID 121721,4-DicyanobenzeneHCID 31261Acetylacetone

生成物 1

HCID 3674534-(2-Acetyl-3-oxo-1-butenyl)benzonitrile

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

A solution of 4-cyanobenzonitrile (20 g, 0.15 mol), 2,4-pentanedione (17 g, 0.17 mol), piperidine (130 mg, 1.5 mmol) and p-toluene sulfonic acid (260 mg, 1.5 mmol) in toluene (400 ml) is refluxed overnight with a Dean-Stark trap. The solution is concentrated in vacuo and purified over silica gel with cyclohexane/ethyl acetate mixtures as eluent.

後処理

  1. concentrationThe solution is concentrated in vacuo
  2. custompurified over silica gel with cyclohexane/ethyl acetate

出典と根拠

ORDレコード
ord-177978b6479745208fbd5a3de45c58d4
出典データセット
uspto-grants-2012_01
特許番号
US08097629B2

反応ノート

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