Acetone → 2,3-O-Isopropylidene-D-ribofuranose

HRID 358127

反応式

HRID 358127 の反応式
[O:1]=[CH:2][C@@H:3]([C@@H:5]([C@@H:7]([CH2:9][OH:10])[OH:8])[OH:6])[OH:4].I.C(=O)(O)[O-].[Na+].[CH3:17][C:18]([CH3:20])=O>>[CH3:17][C:18]1([CH3:20])[O:4][C@@H:3]2[C@@H:5]([C@@H:7]([CH2:9][OH:10])[O:8][CH:2]2[OH:1])[O:6]1

参加物

5

反応条件

温度
60 °C

実験手順

To 200 ml of acetone were added 10.0 g of D-ribose and 175 mg of hydriodic acid (57%) and the mixture was refluxed with stirring in a water bath at 60° C. for 6 hours. During this reaction, the refluxing solvent was dried with 20 g of Molecular Sieves 3A interposed between the reaction vessel and the cooling jacket. After completion of the reaction, a small amount of aqueous sodium bicarbonate was added. The acetone was then distilled off under reduced pressure, and the residue was dissolved in benzene, washed with aqueous sodium bicarbonate and water and dried over anhydrous sodium sulfate. The benzene was distilled off under reduced pressure and the residue was further distilled under reduced pressure, whereby 3.84 g (30%) of 2,3-O-isopropylidene-D-ribofuranose was obtained as a fraction boiling at 108°-111° C./0.04 mmHg.

後処理

  1. temperaturethe mixture was refluxed
  2. customDuring this reaction
  3. dry with materialthe refluxing solvent was dried with 20 g of Molecular Sieves 3A
  4. customAfter completion of the reaction
  5. distillationThe acetone was then distilled off under reduced pressure
  6. dissolutionthe residue was dissolved in benzene
  7. washwashed with aqueous sodium bicarbonate and water
  8. dry with materialdried over anhydrous sodium sulfate
  9. distillationThe benzene was distilled off under reduced pressure
  10. distillationthe residue was further distilled under reduced pressure

出典と根拠

ORDレコード
ord-47de20d62a9947a8bef92903a162a5f0
出典データセット
uspto-grants-1984_08
特許番号
US04464530

関連ノート

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