Methyl iodide → 9H-Xanthen-9-one, 1,5-dimethoxy-3-(2-propenyloxy)-

HRID 585780노트

반응식

HRID 585780 반응식
[CH3:1][O:2][C:3]1[CH:16]=[CH:15][CH:14]=[C:13]2[C:4]=1[O:5][C:6]1[CH:7]=[C:8]([O:19][CH2:20][CH:21]=[CH2:22])[CH:9]=[C:10]([OH:18])[C:11]=1[C:12]2=[O:17].[C:23](=O)([O-])[O-].[K+].[K+].CI>CN(C=O)C.C(OCC)(=O)C.S(=O)(=O)(O)O>[CH3:1][O:2][C:3]1[CH:16]=[CH:15][CH:14]=[C:13]2[C:4]=1[O:5][C:6]1[CH:7]=[C:8]([O:19][CH2:20][CH:21]=[CH2:22])[CH:9]=[C:10]([O:18][CH3:23])[C:11]=1[C:12]2=[O:17]

참가 물질

7

반응물 3

HCID 6328Methyl iodideHCID 11430Potassium Carbonate2회HCID 11403772HCID 11403772, 화합물

생성물 1

HCID 121783329H-Xanthen-9-one, 1,5-dimethoxy-3-(2-propenyloxy)-수율 77%

시약·촉매·용매 3

HCID 1118Sulfuric Acid용매HCID 6228Dimethylformamide용매HCID 8857Ethyl Acetate용매

반응 조건

온도
80 °C

실험 절차

To a solution of xanthone 2 (150 g, 0.5 mol) in dry DMF (500 mL) was added potassium carbonate (100 g, 0.72 mol) and methyl iodide (180 g, 1.28 mol) and the mixture was heated with constant stirring under argon to 80° C. for 1 hour. The mixture was allowed to cool to room temperature and diluted with 2L ethyl acetate and the remaining potassium carbonate was dissolved in dilute sulfuric acid. The organic layer was dried over magnesium sulfate, filtered and concentrated in vacuo to afford the xanthone 3 (120 g, 0.38 mol, 77%) as a pale yellow solid.

후처리

  1. temperaturethe mixture was heated
  2. temperatureto cool to room temperature
  3. dry with materialThe organic layer was dried over magnesium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-c61f92dbbb224209b02f6fae0cdfaf95
출처 데이터셋
uspto-grants-2005_08
특허 번호
US06933396B2

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