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Quinoline → ((6-((2,4-Dichlorobenzyl)oxy)-1-benzothiophen-3-yl)oxy)acetic acid

HRID 591479
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HRID 591479 반응식
[C:1]([CH2:4][O:5][C:6]1[C:10]2[CH:11]=[CH:12][C:13]([O:15][CH2:16][C:17]3[CH:22]=[CH:21][C:20]([Cl:23])=[CH:19][C:18]=3[Cl:24])=[CH:14][C:9]=2[S:8][C:7]=1C(O)=O)([OH:3])=[O:2].N1C2C(=CC=CC=2)C=CC=1>CCOC(C)=O.[Cu]>[Cl:24][C:18]1[CH:19]=[C:20]([Cl:23])[CH:21]=[CH:22][C:17]=1[CH2:16][O:15][C:13]1[CH:12]=[CH:11][C:10]2[C:6]([O:5][CH2:4][C:1]([OH:3])=[O:2])=[CH:7][S:8][C:9]=2[CH:14]=1
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참가 물질

5

반응물 2

HCID 7047QuinolineHCID 89767889HCID 89767889, 화합물

생성물 1

HCID 89767976((6-((2,4-Dichlorobenzyl)oxy)-1-benzothiophen-3-yl)oxy)acetic acid수율 77.4%

시약·촉매·용매 2

HCID 23978Copper촉매HCID 8857Ethyl Acetate용매

반응 조건

온도
190 °C

실험 절차

The mixture of 3-(carboxymethoxy)-6-((2,4-dichlorobenzyl)oxy)-1-benzothiophene-2-carboxylic acid (92.0 mg), copper (13.7 mg) and quinoline (1.5 mL) was heated at 190° C. for 10 min. The mixture was diluted with EtOAc. The mixture was washed successively with 1N HCl and brine, dried over MgSO4, and concentrated in vacuo. The residue was purified by silica gel column chromatography (EtOAc/hexane), and washed with hexane to give the title compound (63.9 mg).

후처리

  1. washThe mixture was washed successively with 1N HCl and brine
  2. dry with materialdried over MgSO4
  3. concentrationconcentrated in vacuo
  4. customThe residue was purified by silica gel column chromatography (EtOAc/hexane)
  5. washwashed with hexane

출처 및 근거

ORD 기록
ord-e64c818d9ae54aedba4f7c17323e502c
출처 데이터셋
uspto-grants-2016_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09238639B2

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