Ethanol → HCID 22054122, compound

HRID 1830228Notes

Reaction equation

HRID 1830228 reaction equation
C(O)C.[CH3:4][O:5][C:6]1[C:7]([CH3:36])=[C:8]([C:27]([O:34][CH3:35])=[C:28]([O:32][CH3:33])[C:29]=1[O:30][CH3:31])[CH2:9][C:10]1[CH:18]=[CH:17][C:13]([C:14]([OH:16])=[O:15])=[C:12]([O:19]CC2C=CC=CC=2)[CH:11]=1.[H][H]>[Pd].O1CCOCC1>[CH3:4][O:5][C:6]1[C:7]([CH3:36])=[C:8]([C:27]([O:34][CH3:35])=[C:28]([O:32][CH3:33])[C:29]=1[O:30][CH3:31])[CH2:9][C:10]1[CH:18]=[CH:17][C:13]([C:14]([OH:16])=[O:15])=[C:12]([OH:19])[CH:11]=1

Participants

6

Reactant 3

HCID 702EthanolHCID 10275809HCID 10275809, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 22054122HCID 22054122, compoundYield 75.4%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 312751,4-DioxaneSolvent

Procedure

10% Pd—C (50 mg) was added to an ethanol (10 ml) and dioxane (10 ml) mixed solution of 4-(3,4,5,6-tetramethoxy-2-methylbenzyl)-2-benzyloxybenzoic acid (150 mg, 0.3554 mmol) and the resulting solution was stirred at room temperature for 16 hours in a hydrogen stream. The reaction solution was filtered, the filtrate was concentrated under reduced pressure, and the residue was washed with hexane to obtain the titled compound (97 mg, 0.2679 mmol, 75%).

Workup

  1. filtrationThe reaction solution was filtered
  2. concentrationthe filtrate was concentrated under reduced pressure
  3. washthe residue was washed with hexane

Sources & evidence

ORD record
ord-99a29835a6bc4a7c9d547716207b3905
Source dataset
uspto-grants-2006_06
Patent number
US07064124B2

Reaction notes

Loading…