Water → 6-[(R)-1-(Tetrahydrofuran-2-yl)methoxy]isochromen-1-one

HRID 1887542ノート

反応式

HRID 1887542 の反応式
[O:1]1[CH2:5][CH2:4][CH2:3][CH:2]1[CH2:6][O:7]S(C)(=O)=O.C(=O)([O-])[O-].[Cs+].[Cs+].O[C:19]1[CH:20]=[C:21]2[C:26](=[CH:27][CH:28]=1)[C:25](=[O:29])[O:24][CH:23]=[CH:22]2.O>CN(C=O)C>[O:1]1[CH2:5][CH2:4][CH2:3][C@@H:2]1[CH2:6][O:7][C:19]1[CH:20]=[C:21]2[C:26](=[CH:27][CH:28]=1)[C:25](=[O:29])[O:24][CH:23]=[CH:22]2

参加物

6

反応物 4

HCID 962WaterHCID 10796Cesium carbonateHCID 266119(Tetrahydrofuran-2-yl)methyl methanesulfonateHCID 668796996-Hydroxyisochromen-1-one

生成物 1

HCID 668789366-[(R)-1-(Tetrahydrofuran-2-yl)methoxy]isochromen-1-one

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
80 °C

実験手順

Methanesulfonic acid tetrahydrofuran-2-ylmethyl ester (2.7 g) and cesium carbonate (12 g) were added to a solution of 6-hydroxyisochromen-1-one (2 g) in DMF (50 mL) and the mixture was stirred at 80° C. for 7 h. After addition of water, the mixture was extracted with dichloromethane, dried over magnesium sulfate and concentrated. The product with the molecular weight of 246.27 (C14H14O4) was obtained in this way; MS (ESI): 247 (M+H+). 6-[(R)-1-(Tetrahydrofuran-2-yl)methoxy]isochromen-1-one was synthesized analogously.

後処理

  1. extractionthe mixture was extracted with dichloromethane
  2. dry with materialdried over magnesium sulfate
  3. concentrationconcentrated
  4. customThe product with the molecular weight of 246.27 (C14H14O4) was obtained in this way

出典と根拠

ORDレコード
ord-79b0d73904a642d8a184a9388cbecde8
出典データセット
uspto-grants-2013_08
特許番号
US08501771B2

反応ノート

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