Water → HCID 66799795, compound

HRID 1908866Notes

Reaction equation

HRID 1908866 reaction equation
[CH3:1][C:2]([O:4][C:5]1[CH:6]=[CH:7][CH:8]=[C:9]2[C:26](=[O:27])[C:14]3[CH:15]=[C:16]([C:23]([OH:25])=[O:24])[CH:17]=[C:18]([O:19][C:20]([CH3:22])=[O:21])[C:13]=3[C:11](=[O:12])[C:10]=12)=[O:3].O.C(N(CC)CC)C.C(OCC)(=O)CCCCC.[K:46]>CC(C)=O>[K:46].[CH3:1][C:2]([O:4][C:5]1[CH:6]=[CH:7][CH:8]=[C:9]2[C:26](=[O:27])[C:14]3[CH:15]=[C:16]([C:23]([OH:25])=[O:24])[CH:17]=[C:18]([O:19][C:20]([CH3:22])=[O:21])[C:13]=3[C:11](=[O:12])[C:10]=12)=[O:3]

Participants

6

Reactant 4

HCID 962WaterHCID 8471TriethylamineHCID 26248DiacereinHCID 53628223HCID 53628223, compound

Product 1

HCID 66799795HCID 66799795, compoundYield 90.4%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent3×

Procedure

50 g of Diacerein containing about 500 ppm of genotoxic impurities are suspended in 750 ml of acetone and 50 ml of water and, under magnetic agitation, 25 ml of triethylamine diluted with 100 ml of acetone are added over a period of 3 hours keeping pH not more than 7, until complete dissolution. The obtained solution is treated with 32 g of potassium ethyl hexanoate in 260 ml of acetone, over a period of 2 hours. The obtained precipitate is filtered, washed with 500 ml of acetone and dried under vacuum at 40° C. for one night. 50 g of potassium Diacerein salt is obtained.

Workup

  1. additionare added over a period of 3 hours
  2. dissolutionuntil complete dissolution
  3. filtrationThe obtained precipitate is filtered
  4. washwashed with 500 ml of acetone
  5. customdried under vacuum at 40° C. for one night

Sources & evidence

ORD record
ord-3a855fbe9e05426cab8e6b697a92d111
Source dataset
uspto-grants-2013_12
Patent number
US08598232B2

Reaction notes

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