Hydrochloric Acid → HCID 67461304, compound

HRID 554513Notes

Reaction equation

HRID 554513 reaction equation
C([O:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=1[CH:15]([C:17]1[CH:22]=[CH:21][CH:20]=[C:19]([O:23][CH3:24])[CH:18]=1)O)C1C=CC=CC=1.Cl>CO.[OH-].[Pd+2].[OH-]>[CH3:24][O:23][C:19]1[CH:18]=[C:17]([CH:22]=[CH:21][CH:20]=1)[CH2:15][C:10]1[CH:11]=[CH:12][CH:13]=[CH:14][C:9]=1[OH:8]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 67461026HCID 67461026, compound

Product 1

HCID 67461304HCID 67461304, compoundYield 114.9%

Reagents, catalysts & solvents 2

HCID 9942167Palladium hydroxideCatalystHCID 887MethanolSolvent

Procedure

To a solution of (2-benzyloxyphenyl)-(3-methoxyphenyl)methanol (1.68 g, 5.24 mmol) in methanol (50 ml), a 20% palladium hydroxide catalyst (168 mg) was added and furthermore 36% HCl (0.2 mL) was added thereto. The mixture was stirred under a hydrogen atmosphere for 24 hours, and then the catalyst was filtered off. The solvent was distilled under reduced pressure, and the obtained residue was purified by silica gel column chromatography [developing solution=ethyl acetate:n-hexane (1:4)] to obtain the title compound (1.29 g, 100%).

Workup

  1. filtrationthe catalyst was filtered off
  2. distillationThe solvent was distilled under reduced pressure
  3. customthe obtained residue was purified by silica gel column chromatography [developing solution=ethyl acetate:n-hexane (1:4)]

Sources & evidence

ORD record
ord-03f9aaa7f298408392add80771051497
Source dataset
uspto-grants-2011_11
Patent number
US08048897B2

Reaction notes

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