HCID 68520612, compound → HCID 57456867, compound

HRID 658244Notes

Reaction equation

HRID 658244 reaction equation
C([O:8][C:9]1[CH:10]=[C:11]([CH:16]=[C:17]([CH:19]=[CH:20][O:21][CH3:22])[CH:18]=1)[C:12]([O:14][CH3:15])=[O:13])C1C=CC=CC=1>C(O)C.[Pd]>[OH:8][C:9]1[CH:10]=[C:11]([CH:16]=[C:17]([CH2:19][CH2:20][O:21][CH3:22])[CH:18]=1)[C:12]([O:14][CH3:15])=[O:13]

Participants

4

Reactant 1

HCID 68520612HCID 68520612, compound

Product 1

HCID 57456867HCID 57456867, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

To a solution of methyl 3-(benzyloxy)-5-[2-methoxyvinyl]benzoate (1 eq.) from the previous step in ethanol was added 10% palladium on activated carbon (5 mol %). The reaction vessel was evacuated and back-filled with hydrogen twice. After 1 h, more 10% palladium on activated carbon (5 mol %) was added and the reaction was stirred for 18 h. The reaction was diluted with DCM and filtered through a pad of celite. Concentration in vacuo afforded the title compound as an oil.

Workup

  1. customThe reaction vessel was evacuated
  2. additionback-filled with hydrogen twice
  3. additionmore 10% palladium on activated carbon (5 mol %) was added
  4. additionThe reaction was diluted with DCM
  5. filtrationfiltered through a pad of celite
  6. concentrationConcentration in vacuo

Sources & evidence

ORD record
ord-0946ec6328fb4661ab067c15e9c73af4
Source dataset
uspto-grants-2011_12
Patent number
US08076359B2

Reaction notes

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