HCID 12896857, compound → Levoglucosenone

HRID 2248913Notes

Reaction equation

HRID 2248913 reaction equation
[C@@H:1]12[O:9][CH2:8][C@@H:6]([O:7]1)[CH2:5][CH2:4][C@H:2]2[OH:3]>ClCCl>[CH2:8]1[O:9][C@@H:1]2[O:7][C@H:6]1[CH:5]=[CH:4][C:2]2=[O:3]

Participants

3

Reactant 1

HCID 12896857HCID 12896857, compound

Product 1

HCID 699486Levoglucosenone

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Thereafter, one part by weight of the 2-hydroxy dideoxy derivative (7) is dissolved in 10 to 50 parts by weight, preferably 20 parts by weight, of an organic solvent, preferably dichloromethane, thus forming a solution. 3 to 20 parts by weight of an oxidizing reagent, preferably 5 parts by weight thereof, is added to the solution thus prepared, thereby forming a mixture. This mixture is stirred at room temperature for 1 to 5 hours, thus causing a reaction in the mixture. Then, the oxidizing reagent is filtered off, and the solvent is distilled off under reduced pressure, whereby levoglucosenone (8) is obtained.

Workup

  1. customthus forming a solution
  2. addition3 to 20 parts by weight of an oxidizing reagent, preferably 5 parts by weight thereof, is added to the solution
  3. customthus prepared
  4. customforming a mixture
  5. customa reaction in the mixture
  6. filtrationThen, the oxidizing reagent is filtered off
  7. distillationthe solvent is distilled off under reduced pressure

Sources & evidence

ORD record
ord-f4cb1968e3da4952a924105f85927c57
Source dataset
uspto-grants-1991_08
Patent number
US05041566

Reaction notes

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