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

HRID 585780ノート

反応式

HRID 585780 の反応式
[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]

参加物

7

反応物 3

HCID 6328Methyl iodideHCID 11430Potassium Carbonate2 回HCID 11403772HCID 11403772、化合物

生成物 1

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

試薬・触媒・溶媒 3

HCID 1118Sulfuric Acid溶媒HCID 6228Dimethylformamide溶媒HCID 8857Ethyl Acetate溶媒

反応条件

温度
80 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-c61f92dbbb224209b02f6fae0cdfaf95
出典データセット
uspto-grants-2005_08
特許番号
US06933396B2

反応ノート

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