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Morpholine → 3-(3,4-Dimethoxyphenyl)-7-(2-hydroxy-3-morpholinopropoxy)-4H-chromen-4-one

HRID 1436315
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HRID 1436315 반응식
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:11]2[C:20](=[O:21])[C:19]3[C:14](=[CH:15][C:16]([O:22][CH2:23][CH:24]4[CH2:26][O:25]4)=[CH:17][CH:18]=3)[O:13][CH:12]=2)[CH:6]=[CH:7][C:8]=1[O:9][CH3:10].[NH:27]1[CH2:32][CH2:31][O:30][CH2:29][CH2:28]1>C(O)C>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:11]2[C:20](=[O:21])[C:19]3[C:14](=[CH:15][C:16]([O:22][CH2:23][CH:24]([OH:25])[CH2:26][N:27]4[CH2:32][CH2:31][O:30][CH2:29][CH2:28]4)=[CH:17][CH:18]=3)[O:13][CH:12]=2)[CH:6]=[CH:7][C:8]=1[O:9][CH3:10]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 8083MorpholineHCID 442271773-(3,4-Dimethoxyphenyl)-7-(oxiran-2-ylmethoxy)-4H-chromen-4-one

생성물 1

HCID 442273883-(3,4-Dimethoxyphenyl)-7-(2-hydroxy-3-morpholinopropoxy)-4H-chromen-4-one수율 52.1%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

A mixture of compound 4 (obtained from example 2) (0.35 g, 1 mmol), morpholine (0.43 g, 5 mmol), and ethanol (30 mL) was refluxed for 6 hrs (TLC monitoring). After removal of solvent in vacuo, the residue was treated with H2O (50 mL). The resulting precipitate was collected and purified by column chromatography (MeOH/CH2Cl2=1:25) to give the title compound 6a (0.23 g, 51% yield). M.p.: 135-136° C.

후처리

  1. temperaturewas refluxed for 6 hrs (TLC monitoring)
  2. customAfter removal of solvent in vacuo
  3. additionthe residue was treated with H2O (50 mL)
  4. customThe resulting precipitate was collected
  5. custompurified by column chromatography (MeOH/CH2Cl2=1:25)

출처 및 근거

ORD 기록
ord-42f370e669074868be9ce5ce4d9bd421
출처 데이터셋
uspto-grants-2009_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07618998B2

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