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4'-Butylaminomethyl-2-cyanobiphenyl → 4-carboxy-4-ethyl-hexanoic acid N-butyl-N-(2'-cyanobiphenyl-4-ylmethyl)-amide

HRID 2380679
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HRID 2380679 반응식
[CH2:1]([NH:5][CH2:6][C:7]1[CH:12]=[CH:11][C:10]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=2[C:19]#[N:20])=[CH:9][CH:8]=1)[CH2:2][CH2:3][CH3:4].[CH2:21]([C:23]1([CH2:31][CH3:32])[CH2:29][CH2:28][C:27](=[O:30])[O:26][C:24]1=[O:25])[CH3:22]>O1CCOCC1>[CH2:1]([N:5]([CH2:6][C:7]1[CH:12]=[CH:11][C:10]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=2[C:19]#[N:20])=[CH:9][CH:8]=1)[C:27](=[O:30])[CH2:28][CH2:29][C:23]([C:24]([OH:26])=[O:25])([CH2:31][CH3:32])[CH2:21][CH3:22])[CH2:2][CH2:3][CH3:4]
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참가 물질

4

반응물 2

HCID 153383534'-Butylaminomethyl-2-cyanobiphenylHCID 217514313,3-Diethyloxane-2,6-dione

생성물 1

HCID 541712894-carboxy-4-ethyl-hexanoic acid N-butyl-N-(2'-cyanobiphenyl-4-ylmethyl)-amide

시약·촉매·용매 1

HCID 312751,4-Dioxane용매

실험 절차

The starting material can be prepared, for example, as follows: A solution of 3.2 g of N-butyl-N-(2'-cyanobiphenyl-4-ylmethyl)-amine and 3.09 g of 2,2-diethylglutaric acid anhydride in 50 ml of dioxane is heated at 115° (bath temperature) for 6 hours. After concentration of the reaction mixture by evaporation, the residue is taken up in 100 ml of ethyl acetate, and the ethyl acetate phase is washed twice with 50 ml of water each time, dried over Na2SO4 and concentrated by evaporation in vacuo. Chromatography of the evaporation residue on silica gel 60 (40-63 μm) using CH2Cl2 /CH3OH (95:5) as eluant yields pure 4-carboxy-4-ethyl-hexanoic acid N-butyl-N-(2'-cyanobiphenyl-4-ylmethyl)-amide that has an Rf value of 0.72 [CH2Cl2 /CH3OH (4:1)].

후처리

  1. customAfter concentration of the reaction mixture by evaporation
  2. washthe ethyl acetate phase is washed twice with 50 ml of water each time
  3. dry with materialdried over Na2SO4
  4. concentrationconcentrated by evaporation in vacuo

출처 및 근거

ORD 기록
ord-3937e5a35dc3458d80f1b4921c1183ee
출처 데이터셋
uspto-grants-1994_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05369110

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