Acetone → HCID 13370458, compound

HRID 280877Notes

Reaction equation

HRID 280877 reaction equation
C([O:8][C:9]1[CH:10]=[C:11]([CH:32]=[CH:33][C:34]=1[O:35]CC1C=CC=CC=1)[C:12]1[O:13][C:14]2[C:19]([C:20](=[O:29])[C:21]=1[O:22][CH:23]1[CH2:28][CH2:27][CH2:26][CH2:25][CH2:24]1)=[C:18]([OH:30])[CH:17]=[C:16]([OH:31])[CH:15]=2)C1C=CC=CC=1.CC(C)=O.[O-]S([O-])(=O)=O.[Ba+2]>[Pd].CO>[CH:23]1([O:22][C:21]2[C:20](=[O:29])[C:19]3[C:14](=[CH:15][C:16]([OH:31])=[CH:17][C:18]=3[OH:30])[O:13][C:12]=2[C:11]2[CH:32]=[CH:33][C:34]([OH:35])=[C:9]([OH:8])[CH:10]=2)[CH2:24][CH2:25][CH2:26][CH2:27][CH2:28]1

Participants

6

Reactant 3

HCID 180AcetoneHCID 24414Barium SulfateHCID 23320230HCID 23320230, compound

Product 1

HCID 13370458HCID 13370458, compoundYield 98%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

27 g of 3',4'-dibenzyloxy-5,7-dihydroxy-3-cyclohexyloxyflavone, 500 cc of acetone, 500 cc of methyl alcohol, 8 spatulas of palladium on 5% BaSO4 are introduced in a 2-liter round-bottom flask. The mixture is stirred under an hydrogen atmosphere for 3 hours. The reaction is followed with thin-layer chromatography. After filtering on millipores, the solution is evaporated. Yield 98%.

Workup

  1. filtrationAfter filtering on millipores
  2. customthe solution is evaporated

Sources & evidence

ORD record
ord-22d5e911ea6e4b08aaffa7d6127caf4f
Source dataset
uspto-grants-1986_05
Patent number
US04591600

Reaction notes

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