Sodium Acetate → HCID 13051577, compound

HRID 464010Notes

Reaction equation

HRID 464010 reaction equation
Br[CH2:2][C:3]([C:5]1([OH:26])[CH2:22][C:21]2[CH:20]=[C:19]3[C:10]([C:11](=[O:24])[C:12]4[CH:13]=[CH:14][CH:15]=[CH:16][C:17]=4[C:18]3=[O:23])=[C:9]([OH:25])[C:8]=2[CH2:7][CH2:6]1)=[O:4].[C:27]([O-:30])(=[O:29])[CH3:28].[Na+]>CC(C)=O>[C:27]([O:30][CH2:2][C:3]([C:5]1([OH:26])[CH2:22][C:21]2[CH:20]=[C:19]3[C:10]([C:11](=[O:24])[C:12]4[CH:13]=[CH:14][CH:15]=[CH:16][C:17]=4[C:18]3=[O:23])=[C:9]([OH:25])[C:8]=2[CH2:7][CH2:6]1)=[O:4])(=[O:29])[CH3:28]

Participants

4

Reactant 2

HCID 517045Sodium AcetateHCID 13293015HCID 13293015, compound

Product 1

HCID 13051577HCID 13051577, compoundYield 76%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

To a solution of 9-bromoacetyl-6,9-dihydroxy-5,7,8,9,10,12-hexahydronaphthacene-5,12-dione (780 mg) in acetone (64 ml) was added sodium acetate (1.6 g) and the mixture was allowed to react at room temperature for 65 hours. After removing insoluble matters by filtration, the most part of the solvent was distilled off under reduced pressure and subjected to filtration to give yellow crystals (560 mg, 76%) of 9-acetoxyacetyl6,9-dihydroxy-5,7,8,9,10,12-hexahydronaphthacene-5,12-dione. M.P., 203°-206° C.

Workup

  1. customto react at room temperature for 65 hours
  2. customAfter removing insoluble matters
  3. filtrationby filtration
  4. distillationthe most part of the solvent was distilled off under reduced pressure
  5. filtrationsubjected to filtration

Sources & evidence

ORD record
ord-4d63e3b4b61447c783b7cf31c8f79b33
Source dataset
uspto-grants-1985_10
Patent number
US04545936

Reaction notes

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