HCID 21919197, compound → HCID 22054252, compound

HRID 1830229Notes

Reaction equation

HRID 1830229 reaction equation
[CH3:1][O:2][C:3]1[C:4]([CH3:33])=[C:5]([C:24]([O:31][CH3:32])=[C:25]([O:29][CH3:30])[C:26]=1[O:27][CH3:28])[CH2:6][C:7]1[CH:8]=[CH:9][C:10]([O:16]CC2C=CC=CC=2)=[C:11]([CH:15]=1)[C:12]([OH:14])=[O:13].[H][H]>C(O)C.[Pd]>[CH3:1][O:2][C:3]1[C:4]([CH3:33])=[C:5]([C:24]([O:31][CH3:32])=[C:25]([O:29][CH3:30])[C:26]=1[O:27][CH3:28])[CH2:6][C:7]1[CH:8]=[CH:9][C:10]([OH:16])=[C:11]([CH:15]=1)[C:12]([OH:14])=[O:13]

Participants

5

Reactant 2

HCID 21919197HCID 21919197, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 22054252HCID 22054252, compoundYield 150.5%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent2×

Procedure

5-(3,4,5,6-Tetramethoxy-2-methylbenzyl)-2-benzyloxybenzoic acid (159.53 g, 1.156 mmol) was dissolved in ethanol (20 ml) and after adding thereto an ethanol suspension (3 ml) of 5% Pd—C (0.250 g), the solution was stirred at room temperature for 16 hours in a hydrogen stream. The reaction solution was filtered, the filtrate was concentrated, and the obtained residue was recrystallized from ether to obtain the titled compound (0.630 g, 1.74 mmol, 79%).

Workup

  1. additionafter adding
  2. filtrationThe reaction solution was filtered
  3. concentrationthe filtrate was concentrated
  4. customthe obtained residue was recrystallized from ether

Sources & evidence

ORD record
ord-0cb7786039f74084920b1776e03b248f
Source dataset
uspto-grants-2006_06
Patent number
US07064124B2

Reaction notes

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