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

HRID 1587881
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HRID 1587881 반응식
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
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-c126a35927884e198df42d01f8251239
출처 데이터셋
uspto-grants-1993_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05219871

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