Water → HCID 13293017, compound

HRID 464016Notes

Reaction equation

HRID 464016 reaction equation
Br[CH2:2][C:3]([C@:5]1([OH:28])[CH2:22][C:21]2[C:20]([OH:23])=[C:19]3[C:10]([C:11](=[O:26])[C:12]4[C:13]([OH:25])=[CH:14][CH:15]=[CH:16][C:17]=4[C:18]3=[O:24])=[C:9]([OH:27])[C:8]=2[CH2:7][CH2:6]1)=[O:4].[C:29]([O-:32])(=[O:31])[CH3:30].[K+].O>CC(C)=O>[C:29]([O:32][CH2:2][C:3]([C@:5]1([OH:28])[CH2:22][C:21]2[C:20]([OH:23])=[C:19]3[C:10]([C:11](=[O:26])[C:12]4[C:13]([OH:25])=[CH:14][CH:15]=[CH:16][C:17]=4[C:18]3=[O:24])=[C:9]([OH:27])[C:8]=2[CH2:7][CH2:6]1)=[O:4])(=[O:31])[CH3:30]

Participants

5

Reactant 3

HCID 962WaterHCID 517044Potassium AcetateHCID 18599477HCID 18599477, compound

Product 1

HCID 13293017HCID 13293017, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

The entire amount of 9(R)-bromoacetyl-4,6,9,11-tetrahydroxy-5,7,8,9,10,12-hexahydronaphthacene-5,12-dione was dissolved in acetone (110 ml). Potassium acetate (270 mg) was added to the above solution and the mixture was allowed to react at room temperature for 2 hours, followed by addition of water (100 ml). The precipitated crystals were collected by filtration to give reddish orange crystals of 9(R)-acetoxyacetyl-4,6,9,11-tetrahydroxy-5,7,8,9,10,12-hexahydronaphthacene-5,12-dione. M.P. 215°-217° C.

Workup

  1. customto react at room temperature for 2 hours
  2. filtrationThe precipitated crystals were collected by filtration

Sources & evidence

ORD record
ord-3e4427ddaac642fdbdf849a2f73f31fd
Source dataset
uspto-grants-1985_10
Patent number
US04545936

Reaction notes

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