Metaperiodic acid → 3-Hydroxy-6-[(R)-1-(tetrahydrofuran-2-yl)methoxy]-isochroman-1-one

HRID 69499

反応式

HRID 69499 の反応式
I(O)(=O)(=O)=[O:2].[OH:6][CH:7]1[CH2:15][C:14]2[C:9](=[CH:10][CH:11]=[C:12]([O:16][CH2:17][C@H:18]3[CH2:22][CH2:21][CH2:20][O:19]3)[CH:13]=2)[C:8]1=[O:23]>O.O.C1COCC1>[OH:2][CH:7]1[CH2:15][C:14]2[C:9](=[CH:10][CH:11]=[C:12]([O:16][CH2:17][C@H:18]3[CH2:22][CH2:21][CH2:20][O:19]3)[CH:13]=2)[C:8](=[O:23])[O:6]1

参加物

5

反応物 2

HCID 65185Metaperiodic acidHCID 689880982-hydroxy-5-[(R)-1-(tetrahydrofuran-2-yl)methoxy]-indan-1-one

生成物 1

HCID 689918573-Hydroxy-6-[(R)-1-(tetrahydrofuran-2-yl)methoxy]-isochroman-1-one

試薬・触媒・溶媒 2

HCID 962Water溶媒2 回HCID 21881883Oxolane--water (1/1)溶媒

反応条件

温度
0 °C

実験手順

A solution of periodic acid in water (0.5 M; 5.2 mL) was added at 0° C. to a solution of 2-hydroxy-5-[(R)-1-(tetrahydrofuran-2-yl)methoxy]-indan-1-one (581 mg) in water/THF 1:1 (12 mL) and the solution was stirred at 0° C. for 1 h. After adding water it was extracted with ether, dried over magnesium sulfate and concentrated. The residue was purified by preparative HPLC. In this way the product was obtained with molecular weight 264.28 (C14H16O5); MS (ESI): 265 (M+H+).

後処理

  1. extractionwas extracted with ether
  2. dry with materialdried over magnesium sulfate
  3. concentrationconcentrated
  4. customThe residue was purified by preparative HPLC
  5. customIn this way the product was obtained with molecular weight 264.28 (C14H16O5)

出典と根拠

ORDレコード
ord-b450f26fa40345c3a2ee6e4962b671cd
出典データセット
uspto-grants-2014_09
特許番号
US08822495B2

関連ノート

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