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Acetic Acid → HCID 16225332, 화합물

HRID 390600
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인쇄 미리보기

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HRID 390600 반응식
[OH-].[Li+].[CH2:3]([O:5]/[C:6](=[CH:12]\[C:13]1[CH:14]=[N:15][C:16]([C:19]2[CH:24]=[CH:23][CH:22]=[C:21]([N:25]([CH3:36])[C:26]([NH:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH3:35])=[O:27])[CH:20]=2)=[CH:17][CH:18]=1)/[C:7]([O:9]CC)=[O:8])[CH3:4].C(O)(=O)C.O>O1CCCC1.C(OCC)(=O)C>[CH2:3]([O:5]/[C:6](=[CH:12]\[C:13]1[CH:14]=[N:15][C:16]([C:19]2[CH:24]=[CH:23][CH:22]=[C:21]([N:25]([CH3:36])[C:26]([NH:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH3:35])=[O:27])[CH:20]=2)=[CH:17][CH:18]=1)/[C:7]([OH:9])=[O:8])[CH3:4]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 176Acetic AcidHCID 962WaterHCID 3939Lithium HydroxideHCID 16225428HCID 16225428, 화합물

생성물 1

HCID 16225332HCID 16225332, 화합물수율 46%

시약·촉매·용매 2

HCID 8028Tetrahydrofuran용매
HCID 8857
Ethyl Acetate
용매

반응 조건

온도
68 °C

실험 절차

0.4 mL (0.45 mmol) of aqueous 1 M lithium hydroxide solution is added to a solution of 0.14 g (0.3 mmol) of ethyl (Z)-2-ethoxy-3-{6-[3-(3-heptyl-1-methylureido)phenyl]pyrid-3-yl}acrylate in 6 mL of tetrahydrofuran. The reaction mixture is stirred at 68° C. for 24 hours. After cooling, the reaction is worked up by addition of 0.45 mL (0.45 mmol) of aqueous 1 M acetic acid solution and 10 mL of water and extraction with ethyl acetate. The organic phases are combined, washed with saturated sodium chloride solution and then dried over magnesium sulfate. The solvents are evaporated off. The crude product obtained is purified by chromatography on a column of silica eluted with a 90/10 dichloromethane/methanol mixture to give 60 mg (46%) of (Z)-2-ethoxy-3-{6-[3-(3-heptyl-1-methylureido)phenyl]pyrid-3-yl}acrylic acid in the form of a yellow oil.

후처리

  1. temperatureAfter cooling
  2. washwashed with saturated sodium chloride solution
  3. dry with materialdried over magnesium sulfate
  4. customThe solvents are evaporated off
  5. customThe crude product obtained
  6. customis purified by chromatography on a column of silica
  7. washeluted with a 90/10 dichloromethane/methanol mixture

출처 및 근거

ORD 기록
ord-19d894a354a44e07bd7948d0585e1df5
출처 데이터셋
uspto-grants-2013_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08383652B2

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