Hydrochloric Acid → HCID 67458585, compound

HRID 554550Notes

Reaction equation

HRID 554550 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][C:20]([O:23][CH3:24])=[C:19]([F:25])[CH:18]=1)O)C1C=CC=CC=1.Cl>[OH-].[Pd+2].[OH-]>[F:25][C:19]1[CH:18]=[C:17]([CH:22]=[CH:21][C:20]=1[O:23][CH3:24])[CH2:15][C:10]1[CH:11]=[CH:12][CH:13]=[CH:14][C:9]=1[OH:8]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 67459722HCID 67459722, compound

Product 1

HCID 67458585HCID 67458585, compoundYield 92.3%

Reagents, catalysts & solvents 1

HCID 9942167Palladium hydroxideCatalyst

Procedure

To a (2-benzyloxyphenyl)-(3-fluoro-4-methoxyphenyl)-methanol (1.50 g, 4.43 mmol) methanol solution (29 mL), a 20% palladium hydroxide catalyst (150 mg) was added, and furthermore 2N—HCl (2 mL) was added thereto. The mixture was stirred under a hydrogen atmosphere for 15 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 (0.95 g, 92%).

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-64d4b698f02b4d61bc25dfde912ede42
Source dataset
uspto-grants-2011_11
Patent number
US08048897B2

Reaction notes

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