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Acetone → ST51009822

HRID 1816409
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HRID 1816409 반응식
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([OH:8])=[CH:4][C:3]=1[C:9]([C:11]1[CH:16]=[CH:15][C:14](O)=[CH:13][CH:12]=1)=[O:10].IC.[C:20](=[O:23])([O-])[O-].[K+].[K+].[CH3:26]C(C)=O>O>[OH:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][CH3:26])=[CH:4][C:3]=1[C:9]([C:11]1[CH:16]=[CH:15][C:14]([O:23][CH3:20])=[CH:13][CH:12]=1)=[O:10]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 180AcetoneHCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 11160567Methanone, (2,5-dihydroxyphenyl)(4-hydroxyphenyl)-

생성물 1

HCID 4249426ST51009822수율 60%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

A mixture of (2,5-dihydroxyphenyl)(4-hydroxyphenyl)methanone (1.8 g, 7.8 mmol), iodomethane (2.3 g, 16.4 mmol), potassium carbonate (5.4 g, 39 mmol) and acetone (25 mL) was heated to reflux. After 6 h, the reaction was cooled, poured into water and extracted with EtOAc. The organic layer was dried over MgSO4, concentrated and the crude product was purified by column chromatography (eluent 10% EtOAc/hexanes) to give a yellow solid (1.2 g, 60% yield, mp 70-72° C.); 1H NMR(DMSO-d8) 11.4 (s, 1H), 7.75 (d, 2H, J=8.5 Hz), 7.15-7.11 (m, 2H), 7.03-6.98 (m, 3H), 3.90 (s, 3H), 3.73 (s, 3H); MS m/e 257 (M−H)+.

후처리

  1. temperaturewas heated to reflux
  2. temperaturethe reaction was cooled
  3. extractionextracted with EtOAc
  4. dry with materialThe organic layer was dried over MgSO4
  5. concentrationconcentrated
  6. customthe crude product was purified by column chromatography (eluent 10% EtOAc/hexanes)

출처 및 근거

ORD 기록
ord-bc7cdcb4357a4265af82498b8bf238b4
출처 데이터셋
uspto-grants-2005_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06884814B2

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