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Potassium Carbonate → 3-[N-(4-chlorophenethyl)-N-methylamino)-1-cyano-1,1-diphenylpropane

HRID 1587881
ノート
印刷プレビュー

反応式

HRID 1587881 の反応式
Br[CH2:2][CH2:3][C:4]([C:17]#[N:18])([C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)[C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1.[CH3:19][NH:20][CH2:21][CH2:22][C:23]1[CH:28]=[CH:27][C:26]([Cl:29])=[CH:25][CH:24]=1.C(=O)([O-])[O-].[K+].[K+]>C(#N)C>[Cl:29][C:26]1[CH:25]=[CH:24][C:23]([CH2:22][CH2:21][N:20]([CH2:2][CH2:3][C:4]([C:17]#[N:18])([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[C:5]2[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=2)[CH3:19])=[CH:28][CH:27]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 965754-Bromo-2,2-diphenylbutyronitrileHCID 135897732-(4-Chlorophenyl)-N-methylethan-1-amine

生成物 1

HCID 190884703-[N-(4-chlorophenethyl)-N-methylamino)-1-cyano-1,1-diphenylpropane

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

A mixture containing 3-bromo-1-cyano-1,1-diphenylpropane (0.9 g-see Preparation 4), N-methyl-4-chlorophenethylamine (0.51 g, see CA 61:15224h), anhydrous potassium carbonate (0.83 g) and acetonitrile (40 ml) was heated under reflux for 24 hours then partitioned between dichloromethane (50 ml) and water (50 ml). The dichloromethane layer was dried (Na2SO4) and concentrated in vacuo to give a gum which was purified by column chromatography on silica eluting with hexane containing dichloromethane (25% up to 40%) and then with dichloromethane containing methanol (0% up to 5%). The product-containing fractions were combined and concentrated in vacuo to give the title compound as a gum, yield, 0.25 g.

後処理

  1. temperaturewas heated
  2. temperatureunder reflux for 24 hours
  3. customthen partitioned between dichloromethane (50 ml) and water (50 ml)
  4. dry with materialThe dichloromethane layer was dried (Na2SO4)
  5. concentrationconcentrated in vacuo
  6. customto give a gum which
  7. customwas purified by column chromatography on silica eluting with hexane
  8. additioncontaining dichloromethane (25% up to 40%)
  9. additionwith dichloromethane containing methanol (0% up to 5%)
  10. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-c126a35927884e198df42d01f8251239
出典データセット
uspto-grants-1993_06
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05219871

反応ノート

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