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

Temperature

60 °C

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.

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

ORD record

ord-47de20d62a9947a8bef92903a162a5f0

Source dataset

uspto-grants-1984_08

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04464530