Phlorizin → 3,5-Dioxohexanoic acid
Reaction equation
C1C(CCC(C2C(O)=CC(O)=CC=2O[C@@H:18]2O[C@H:22]([CH2:24][OH:25])[C@@H:21]([OH:26])[C@H:20](O)[C@H:19]2[OH:28])=O)=CC=C(O)C=1.C([O-])(=[O:34])C.[Na+]>C(OC(=O)C)(=O)C>[CH3:18][C:19]([CH2:20][C:21]([CH2:22][C:24]([OH:34])=[O:25])=[O:26])=[O:28]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
1 g of phlorizin, 10 mL of acetic anhydride, and 0.82 g (0.01 mol) of sodium acetate were reacted at 100° C. for 6 hrs. The reaction mixture was cooled and the triacetate derivative of phlorizin precipitated from the solution in the form of a crystalline solid. The crystalline solid was separated by filtration, dissolved in 50 mL of hot methanol, and re-crystallized twice from hot methanol. The reaction yielded 0.6 g of the triacetate.
Workup
- temperatureThe reaction mixture was cooled
- customthe triacetate derivative of phlorizin precipitated from the solution in the form of a crystalline solid
- customThe crystalline solid was separated by filtration
- dissolutiondissolved in 50 mL of hot methanol
- customre-crystallized twice from hot methanol
Sources & evidence
- ORD record
- ord-d2bcb72d2c2540f98aec086c0286e492
- Source dataset
- uspto-grants-2002_03
- Patent number
- US06355823B1
Reaction notes
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