Hydrochloric Acid → HCID 67460490, compound

HRID 554548Notes

Reaction equation

HRID 554548 reaction equation
C([O:8][C:9]1[CH:14]=[CH:13][CH:12]=[C:11]([CH3:15])[C:10]=1[CH:16]([C:18]1[CH:23]=[CH:22][C:21]([O:24][CH3:25])=[CH:20][CH:19]=1)O)C1C=CC=CC=1.Cl>CO.[OH-].[Pd+2].[OH-]>[CH3:25][O:24][C:21]1[CH:20]=[CH:19][C:18]([CH2:16][C:10]2[C:11]([CH3:15])=[CH:12][CH:13]=[CH:14][C:9]=2[OH:8])=[CH:23][CH:22]=1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 67460543HCID 67460543, compound

Product 1

HCID 67460490HCID 67460490, compoundYield 86%

Reagents, catalysts & solvents 2

HCID 9942167Palladium hydroxideCatalystHCID 887MethanolSolvent

Procedure

To a solution of (2-benzyloxy-6-methylphenyl)-(4-methoxyphenyl)-methanol (2.39 g, 7.15 mmol) in methanol (50 mL), a 20% palladium hydroxide catalyst (0.36 g) was added and furthermore 36% HCl (0.36 mL) was added thereto. The mixture was stirred under a hydrogen atmosphere for 11 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 (1:5)] to obtain the title compound (1.40 g, 86%).

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 (1:5)]

Sources & evidence

ORD record
ord-6067d007d64742aa89825fa888eba170
Source dataset
uspto-grants-2011_11
Patent number
US08048897B2

Reaction notes

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