Acrylonitrile → 3-(2-Methylamino-phenoxy)-propionitrile

HRID 661701노트

반응식

HRID 661701 반응식
[CH3:1][NH:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[OH:9].[C:10](#[N:13])[CH:11]=[CH2:12]>O.C(OCC)(=O)C>[CH3:1][NH:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[O:9][CH2:12][CH2:11][C:10]#[N:13]

참가 물질

5

반응물 2

HCID 7855AcrylonitrileHCID 69138o-(Methylamino)phenol

생성물 1

HCID 686026273-(2-Methylamino-phenoxy)-propionitrile수율 378.3%

시약·촉매·용매 2

HCID 962Water용매HCID 8857Ethyl Acetate용매

실험 절차

A solution of 2-methylaminophenol (0.74 g, 6.0 mmol), Triton B (60 μL, 40% in water) and acrylonitrile (4.0 mL, 60 mmol) was refluxed for 16 hrs. The mixture was diluted with ethyl acetate. The organic layer was then washed with water and brine, and was dried over MgSO4. After filtration and concentration, the residue was purified via silica gel flash column chromatography eluting with 20% ethyl acetate in hexane to give 3-(2-methylamino-phenoxy)-propionitrile (4.0 g) as a brown oil. [M+H]+ 177.1; tR=0.715 min (method 1).

후처리

  1. washThe organic layer was then washed with water and brine
  2. dry with materialwas dried over MgSO4
  3. filtrationAfter filtration and concentration
  4. customthe residue was purified via silica gel flash column chromatography
  5. washeluting with 20% ethyl acetate in hexane

출처 및 근거

ORD 기록
ord-775a4cc662904bf5804473ddc71182dd
출처 데이터셋
uspto-grants-2011_12
특허 번호
US08084614B2

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