Hydrochloric Acid → HCID 67458940, compound

HRID 554523Notes

Reaction equation

HRID 554523 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]([F:23])[CH:18]=1)O)C1C=CC=CC=1.Cl>CO.[OH-].[Pd+2].[OH-]>[F: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 49963320(2-Benzyloxyphenyl)-(3-fluorophenyl)methanol

Product 1

HCID 67458940HCID 67458940, compoundYield 42%

Reagents, catalysts & solvents 2

HCID 9942167Palladium hydroxideCatalystHCID 887MethanolSolvent

Procedure

To a solution of (2-benzyloxyphenyl)-(3-fluorophenyl)methanol (2.54 g, 7.51 mmol) in methanol (30 ml), a 20% palladium hydroxide catalyst (300 mg) was added and furthermore 2N—HCl (0.3 mL) was added thereto. The mixture solution was stirred under a hydrogen atmosphere for five days, 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 (1:10)] to obtain the title compound (620 mg, 42%).

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 (1:10)]

Sources & evidence

ORD record
ord-457d298ab28e4fec9ec05557b5bdec19
Source dataset
uspto-grants-2011_11
Patent number
US08048897B2

Reaction notes

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