1-Methyl-1,4-cyclohexadiene → HCID 68870181, compound

HRID 1986395Notes

Reaction equation

HRID 1986395 reaction equation
[CH3:1][CH:2]([CH2:19][CH2:20][N:21]1[CH2:26][CH2:25][O:24][CH2:23][CH2:22]1)[C:3]([C:5]1[CH:10]=[CH:9][CH:8]=[C:7]([O:11]CC2C=CC=CC=2)[CH:6]=1)=[O:4].CC1CC=CCC=1>CCO.[Pd]>[OH:11][C:7]1[CH:6]=[C:5]([C:3](=[O:4])[CH:2]([CH3:1])[CH2:19][CH2:20][N:21]2[CH2:26][CH2:25][O:24][CH2:23][CH2:22]2)[CH:10]=[CH:9][CH:8]=1

Participants

5

Reactant 2

HCID 780061-Methyl-1,4-cyclohexadieneHCID 68870294HCID 68870294, compound

Product 1

HCID 68870181HCID 68870181, compoundYield 99%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

To a solution of the product of Step 1 (119 mg, 0.34 mmol) in EtOH (10 mL), was added 10% palladium on carbon (50 mg), followed with 1-methyl-1,4-cyclohexadiene (1 mL). This suspension was then heated to reflux for 15 min. The reaction mixture was filtered and concentrate to afford the title compound as a white solid (88 mg, 99%). MS (ES+) m/e 264 [M+H]+.

Workup

  1. temperatureThis suspension was then heated
  2. temperatureto reflux for 15 min
  3. filtrationThe reaction mixture was filtered
  4. concentrationconcentrate

Sources & evidence

ORD record
ord-2dde1ee6993e46e2bfe331f7707dcccd
Source dataset
uspto-grants-2009_06
Patent number
US07547779B2

Reaction notes

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