Hydrochloric Acid → HCID 11075305、化合物

HRID 749597ノート

反応式

HRID 749597 の反応式
[Cl:1][C:2]1[CH:13]=[CH:12][C:5]([CH:6]=[C:7]([C:10]#[N:11])[C:8]#[N:9])=[CH:4][CH:3]=1.[CH:14]([Mg]Br)([CH3:16])[CH3:15].Cl>O1CCCC1.[Cu]I>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([CH:6]([CH:7]([C:8]#[N:9])[C:10]#[N:11])[CH:14]([CH3:16])[CH3:15])=[CH:12][CH:13]=1

参加物

6

反応物 3

HCID 313Hydrochloric AcidHCID 158474-ChlorobenzalmalononitrileHCID 178418365HCID 178418365、化合物

生成物 1

HCID 11075305HCID 11075305、化合物収率 52%

試薬・触媒・溶媒 2

HCID 8028Tetrahydrofuran溶媒2 回HCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)溶媒

実験手順

First, 1.02 g of (4-chlorobenzylidene)malononitrile was dissolved in 20 ml of tetrahydrofuran, to which a catalytic amount of copper (I) iodide was added, and while stirring under ice cooling, a solution of isopropyl magnesium bromide in tetrahydrofuran (prepared from 0.34 g of magnesium, 10 ml of tetrahydrofuran, and 1.46 ml of isopropyl bromide) was added dropwise, followed by stirring for 30 minutes under ice cooling. Then, 10% hydrochloric acid was added to the reaction mixture, which became acidic and was extracted with ethyl ether. The organic layer was successively washed with 10% hydrochloric acid, a saturated aqueous sodium chloride solution, dried over anhydrous magnesium sulfate, and then concentrated under reduced pressure. The residue was subjected to silica gel column chromatography to give 0.66 g of (1-(4-chlorophenyl)-2-methylpropyl)malononitrile (the intermediate (3)).

後処理

  1. additionwas added
  2. stirringby stirring for 30 minutes under ice cooling
  3. extractionwas extracted with ethyl ether
  4. washThe organic layer was successively washed with 10% hydrochloric acid
  5. dry with materiala saturated aqueous sodium chloride solution, dried over anhydrous magnesium sulfate
  6. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-ad0ec5f19fc54c8b9bd10f11159bc849
出典データセット
uspto-grants-2008_07
特許番号
US07402691B2

反応ノート

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