Hydrochloric Acid → HCID 67458560, compound

HRID 554489Notes

Reaction equation

HRID 554489 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][C:24]([F:27])([F:26])[F:25])=[CH:19][CH:18]=1)O)C1C=CC=CC=1.Cl.C(=O)([O-])[O-].[K+].[K+]>[OH-].[Pd+2].[OH-].CO>[F:25][C:24]([F:26])([F:27])[O:23][C:20]1[CH:21]=[CH:22][C:17]([CH2:15][C:10]2[CH:11]=[CH:12][CH:13]=[CH:14][C:9]=2[OH:8])=[CH:18][CH:19]=1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 11430Potassium CarbonateHCID 67460496HCID 67460496, compound

Product 1

HCID 67458560HCID 67458560, compoundYield 97.6%

Reagents, catalysts & solvents 2

HCID 9942167Palladium hydroxideCatalystHCID 887MethanolSolvent

Conditions

Temperature
0 °C

Procedure

A 20% palladium hydroxide catalyst (150 mg) was added to a solution of (2-benzyloxyphenyl)-(4-trifluoromethoxyphenyl)methanol (1.5 g, 4.01 mmol) in methanol (27 mL) and furthermore 36% HCl (0.33 mL) was added thereto. The mixture solution was stirred under a hydrogen atmosphere for 16 hours, and then cooled to 0° C., potassium carbonate (0.54 g) added thereto and the mixture was stirred for 30 minutes, and then the catalyst was removed by filtration. 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 a white solid title compound (1.05 g, 97%).

Workup

  1. additionwas added
  2. stirringthe mixture was stirred for 30 minutes
  3. customthe catalyst was removed by filtration
  4. distillationThe solvent was distilled under reduced pressure
  5. customthe obtained residue was purified by silica gel column chromatography [developing solution=ethyl acetate:n-hexane (1:10)]

Sources & evidence

ORD record
ord-8256292635524da790eb0311dd3d1fec
Source dataset
uspto-grants-2011_11
Patent number
US08048897B2

Reaction notes

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