1,3-Diacetyl-2-[4-Isopropenyl-3-Pyridyl]-5-(3-Methyl-2-Octyl)Resorcinol → 1,3-Diacetyl-2-[4-Isopropyl-3-Pyridyl]-5-(3-Methyl-2-Octyl)Resorcinol

HRID 328693Notes

Reaction equation

HRID 328693 reaction equation
[C:1]([C:4]1([CH:11]=[C:10]([CH:12]([CH:14]([CH3:20])[CH2:15][CH2:16][CH2:17][CH2:18][CH3:19])[CH3:13])[CH2:9][C:7]([C:21](=[O:23])[CH3:22])([OH:8])[CH:6]1[C:24]1[CH:25]=[N:26][CH:27]=[CH:28][C:29]=1[C:30]([CH3:32])=[CH2:31])[OH:5])(=[O:3])[CH3:2]>[Pd].C(OCC)(=O)C>[C:1]([C:4]1([CH:11]=[C:10]([CH:12]([CH:14]([CH3:20])[CH2:15][CH2:16][CH2:17][CH2:18][CH3:19])[CH3:13])[CH2:9][C:7]([C:21](=[O:23])[CH3:22])([OH:8])[CH:6]1[C:24]1[CH:25]=[N:26][CH:27]=[CH:28][C:29]=1[CH:30]([CH3:31])[CH3:32])[OH:5])(=[O:3])[CH3:2]

Participants

4

Reactant 1

HCID 706382701,3-Diacetyl-2-[4-Isopropenyl-3-Pyridyl]-5-(3-Methyl-2-Octyl)Resorcinol

Product 1

HCID 706389321,3-Diacetyl-2-[4-Isopropyl-3-Pyridyl]-5-(3-Methyl-2-Octyl)Resorcinol

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

A solution of 6.0 g. of 1,3-diacetyl-2-[4-isopropenyl-3-pyridyl]-5-(3-methyl-2-octyl)resorcinol in 200 ml. of ethyl acetate with 1.2 g. of 5% palladium on carbon was hydrogenated in a Parr apparatus for 11/2 hours. The solution was filtered and 1.2 g. of 5% palladium on carbon was added and the mixture was hydrogenated for 4 hours. After removal of the catalyst, the filtrate was evaporated in vacuo to yield the pure product.

Workup

  1. custom2 hours
  2. filtrationThe solution was filtered
  3. additionof 5% palladium on carbon was added
  4. customAfter removal of the catalyst
  5. customthe filtrate was evaporated in vacuo
  6. customto yield the pure product

Sources & evidence

ORD record
ord-827a5054750a47f6ad1dc3acdc4550df
Source dataset
uspto-grants-1977_04
Patent number
US04018777

Reaction notes

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