2'-Fluoro-2-(1-fluoro-3,3-dimethylbutyl)-5'-methoxy-4-((4-methoxybenzyl)oxy)biphenyl → 2'-Fluoro-2-(1-fluoro-3,3-dimethylbutyl)-5'-methoxybiphenyl-4-ol

HRID 1049587Notes

Reaction equation

[F:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][CH3:9])=[CH:4][C:3]=1[C:10]1[CH:15]=[CH:14][C:13]([O:16]CC2C=CC(OC)=CC=2)=[CH:12][C:11]=1[CH:26]([F:32])[CH2:27][C:28]([CH3:31])([CH3:30])[CH3:29]>CO.[C].[Pd]>[F:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][CH3:9])=[CH:4][C:3]=1[C:10]1[CH:15]=[CH:14][C:13]([OH:16])=[CH:12][C:11]=1[CH:26]([F:32])[CH2:27][C:28]([CH3:30])([CH3:29])[CH3:31]

Participants

Conditions

Temperature: 70 °C

Procedure

To a solution of 2′-fluoro-2-(1-fluoro-3,3-dimethylbutyl)-5′-methoxy-4-((4-methoxybenzyl)oxy)biphenyl (120 mg) in methanol (5 mL) was added 10% palladium-carbon (100 mg) and, under a hydrogen atmosphere, the mixture was stirred at 70° C. for 17 hr. The reaction mixture was filtered, and the solvent of the filtrate was evaporated under reduced pressure to give a crude product of the title compound as a colorless oil. This compound was used for the next step without further purification.

Workup

filtrationThe reaction mixture was filtered
customthe solvent of the filtrate was evaporated under reduced pressure

Sources & evidence

ORD record: ord-34a11494e925475a894b5d1060e75fe3
Source dataset: uspto-grants-2016_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09382188B2

Reaction notes

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