Hydrochloric Acid → HCID 67459068, compound

HRID 554526Notes

Reaction equation

HRID 554526 reaction equation
C([O:8][C:9]1[CH:14]=[C:13]([F:15])[CH:12]=[CH:11][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[CH:11]=[CH:12][C:13]([F:15])=[CH:14][C:9]=2[OH:8])=[CH:23][CH:22]=1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 67461295HCID 67461295, compound

Product 1

HCID 67459068HCID 67459068, compoundYield 34%

Reagents, catalysts & solvents 2

HCID 9942167Palladium hydroxideCatalystHCID 887MethanolSolvent

Procedure

To a solution of (2-benzyloxy-4-fluorophenyl)-(4-methoxyphenyl)-methanol (2.095 g, 6.19 mmol) in methanol (20 mL), a 20% palladium hydroxide catalyst (200 mg) was added and furthermore 2N—HCl (0.3 mL) was added thereto. The mixture was stirred under a hydrogen atmosphere for 16 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 (489 mg, 34%).

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-9c8ba01b4b314edca61d2fc38945bf10
Source dataset
uspto-grants-2011_11
Patent number
US08048897B2

Reaction notes

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