HCID 53977094, compound → HCID 23372384, compound

HRID 1898766Notes

Reaction equation

HRID 1898766 reaction equation
[CH:1]([C:3]1[CH:14]=[C:13]([O:15][CH3:16])[CH:12]=[CH:11][C:4]=1[CH:5]=[CH:6][C:7]([O:9][CH3:10])=[O:8])=[O:2]>[Pd].C(OCC)(=O)C>[OH:2][CH2:1][C:3]1[CH:14]=[C:13]([O:15][CH3:16])[CH:12]=[CH:11][C:4]=1[CH2:5][CH2:6][C:7]([O:9][CH3:10])=[O:8]

Participants

4

Reactant 1

HCID 53977094HCID 53977094, compound

Product 1

HCID 23372384HCID 23372384, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

A mixture of methyl 2-formyl-4-methoxycinnamate (15.9 g) and 10% palladium on carbon (2.0 g) in ethyl acetate (200 ml) is shaken under a hydrogen pressure of 45 psi for about 18 hours. The mixture is filtered, concentrated in vacuo, and the residue purified by HPLC, eluting with hexanes/ethyl acetate (3:2), to give the desired product.

Workup

  1. filtrationThe mixture is filtered
  2. concentrationconcentrated in vacuo
  3. customthe residue purified by HPLC
  4. washeluting with hexanes/ethyl acetate (3:2)

Sources & evidence

ORD record
ord-4a361d29196048238667824f869c6ddf
Source dataset
uspto-grants-1996_11
Patent number
US05571506

Reaction notes

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