Hydrochloric Acid → HCID 69251152, compound

HRID 2223992Notes

Reaction equation

HRID 2223992 reaction equation
C([O:4][CH:5]1[CH:17]=[CH:16][C:15]2[C:14]3[C:9](=[CH:10][C:11]([O:18]C(=O)C)=[CH:12][CH:13]=3)[C:8]([CH3:23])([CH3:22])[C:7]=2[C:6]1=[O:24])(=O)C.O.[OH-].[Li+].Cl>C(O)CO>[OH:4][CH:5]1[CH:17]=[CH:16][C:15]2[C:14]3[C:9](=[CH:10][C:11]([OH:18])=[CH:12][CH:13]=3)[C:8]([CH3:22])([CH3:23])[C:7]=2[C:6]1=[O:24]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 168937Lithium hydroxide, monohydrateHCID 131726890HCID 131726890, compound

Product 1

HCID 69251152HCID 69251152, compoundYield 74.6%

Reagents, catalysts & solvents 1

HCID 174Ethylene GlycolSolvent

Procedure

Under a nitrogen atmosphere, 2,7-diacetoxy-9,9,-dimethylfluorenone (5.00 g) and lithium hydroxide monohydrate (2.00 g) were dissolved in ethylene glycol (50 mL), and the solution was refluxed under heating for 2 hours. The reaction solution was poured into hydrochloric acid, and after extracting with ethyl acetate, the organic layer was washed with water and dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure, and the resulting residue was recrystallized from a chloroform/ethyl acetate mixed solvent to obtain 2,7-dihydroxy-9,9,-dimethylfluorenone (2.77 g). (Melting point: 177 to 180° C.)

Workup

  1. temperaturethe solution was refluxed
  2. temperatureunder heating for 2 hours
  3. extractionafter extracting with ethyl acetate
  4. washthe organic layer was washed with water
  5. dry with materialdried over anhydrous magnesium sulfate
  6. distillationThe solvent was distilled off under reduced pressure
  7. customthe resulting residue was recrystallized from a chloroform/ethyl acetate mixed solvent

Sources & evidence

ORD record
ord-ecef277f07ed48b3ac651ab7df0ece97
Source dataset
uspto-grants-2008_05
Patent number
US07378135B2

Reaction notes

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