Acetic Acid → L-Fructose
Reaction equation
[OH-:1].[Na+].S(=O)(=O)(O)O.[C:8]([OH:11])(=O)[CH3:9]>>[OH:1][CH2:9][C:9]([C@@H:8]([C@H:8]([C@H:9]([CH2:8][OH:11])[OH:1])[OH:11])[OH:11])=[O:1]Participants
4
Conditions
- Temperature
- 40 °C
Procedure
Compound 10 was stirred in 30% acetic acid at 55° C. for 5 hours. The solution was brought to pH of about 10 with 10N sodium hydroxide and heated at 40° C. for 3 hours. The reaction mixture was acidified with 10N sulfuric acid and heated at 80° C. with stirring for 30 minutes. The reaction mixture was neutralized with 10N sodium hydroxide and the salt was removed by repeated precipitation with ethanol. After filtration, the filtrate was concentrated to give L-fructose as a syrup in more than 85% yield.
Workup
- temperatureheated at 80° C.
- customthe salt was removed
- customprecipitation with ethanol
- filtrationAfter filtration
- concentrationthe filtrate was concentrated
Sources & evidence
- ORD record
- ord-f667c786e03c4d99a00c946352a8f9e3
- Source dataset
- uspto-grants-1986_11
- Patent number
- US04623721
Reaction notes
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