Alpha-D-Glucose → D-Glucosone

To a solution of α-D-glucose (4.5 g) in water (10 ml), a solution of cupric acetate (20 g) in methanol (250 ml) was added, and the resultant mixture was heated on a water bath for 1 hour. The reaction mixture was cooled, and the precipitated cuprous oxide was eliminated by filtration. Hydrogen sulfide gas was introduced into the filtrate for about 1 minute to precipitate the unreacted cupric acetate in the form of cupric sulfide. After elimination of the precipitate by filtration, the filtrate was treated with a small amount of activated charcoal and concentrated under reduced pressure to give glucosone in a syrupy state.

1. temperatureThe reaction mixture was cooled
2. filtrationthe precipitated cuprous oxide was eliminated by filtration
3. additionHydrogen sulfide gas was introduced into the filtrate for about 1 minute
4. customto precipitate the unreacted cupric acetate in the form of cupric sulfide
5. filtrationAfter elimination of the precipitate by filtration
6. additionthe filtrate was treated with a small amount of activated charcoal
7. concentrationconcentrated under reduced pressure

ORD record

ord-e0d6bce0188a4a3988bb8f233ec770a3

Source dataset

uspto-grants-1984_04

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04444743