Hydrochloric Acid → 5-Benzyloxy-3'-fluoro-biphenyl-3-carboxylic Acid

HRID 1670082Notes

Reaction equation

C[O:2][C:3]([C:5]1[CH:6]=[C:7]([C:19]2[CH:24]=[CH:23][CH:22]=[C:21]([F:25])[CH:20]=2)[CH:8]=[C:9]([O:11][CH2:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[CH:10]=1)=[O:4].[Li+].[OH-].Cl>O>[CH2:12]([O:11][C:9]1[CH:10]=[C:5]([C:3]([OH:4])=[O:2])[CH:6]=[C:7]([C:19]2[CH:24]=[CH:23][CH:22]=[C:21]([F:25])[CH:20]=2)[CH:8]=1)[C:13]1[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=1

Participants

Conditions

Temperature: 55 °C

Procedure

To a solution of 5-benzyloxy-3′-fluoro-biphenyl-3-carboxylic acid methyl ester (4.2 g) was added a solution of LiOH (2.9 g) in water (50 mL) and the resulting mixture was stirred at 55° C. overnight. The reaction mixture was acidified with 3 N HCl and the white precipitate was collected by filtration. It was washed with water and dried on air to yield the title compound (3.8 g, 94% yield).

Workup

filtrationthe white precipitate was collected by filtration
washIt was washed with water
customdried on air

Sources & evidence

ORD record: ord-f72367b5c7184a18bebcb7e941895df7
Source dataset: uspto-grants-2011_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07989454B2

Reaction notes

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