Hydrochloric Acid → HCID 53786553, compound

HRID 554537Notes

Reaction equation

HRID 554537 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]([C:23]([CH3:26])([CH3:25])[CH3:24])=[CH:19][CH:18]=1)O)C1C=CC=CC=1.Cl>CO.[OH-].[Pd+2].[OH-]>[C: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)([CH3:26])([CH3:24])[CH3:25]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 49963312HCID 49963312, compound

Product 1

HCID 53786553HCID 53786553, compoundYield 86.4%

Reagents, catalysts & solvents 2

HCID 9942167Palladium hydroxideCatalystHCID 887MethanolSolvent

Procedure

To a solution of (2-benzyloxyphenyl)-(4-tert-butylphenyl)methanol (2.17 g, 6.26 mmol) in methanol (27 mL), a 20% palladium hydroxide catalyst (217 mg) was added and furthermore 2N—HCl (0.52 mL) was added thereto. The mixture was stirred under a hydrogen atmosphere for 24 hours, and then the catalyst was filtered off. The solvent was distilled and the obtained residue was purified by silica gel column chromatography [developing solution=ethyl acetate:n-hexane (1:10)] to obtain the title compound (1.3 g, 86%).

Workup

  1. filtrationthe catalyst was filtered off
  2. distillationThe solvent was distilled
  3. customthe obtained residue was purified by silica gel column chromatography [developing solution=ethyl acetate:n-hexane (1:10)]

Sources & evidence

ORD record
ord-26361772470c4a40b90feae95cbae388
Source dataset
uspto-grants-2011_11
Patent number
US08048897B2

Reaction notes

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