Sodium Carbonate → 4-(2'-Fluoro-biphenyl-4-yl)-4-hydroxyimino-butyric acid

HRID 1979152Notes

Reaction equation

HRID 1979152 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[CH:13]=[CH:12][C:11]([C:14](=O)[CH2:15][CH2:16][C:17]([OH:19])=[O:18])=[CH:10][CH:9]=1.Cl.[NH2:22][OH:23].C(=O)([O-])[O-].[Na+].[Na+]>C(O)C>[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[CH:13]=[CH:12][C:11]([C:14](=[N:22][OH:23])[CH2:15][CH2:16][C:17]([OH:19])=[O:18])=[CH:10][CH:9]=1

Participants

5

Reactant 3

HCID 10340Sodium CarbonateHCID 443297Hydroxyamine hydrochlorideHCID 137582703-[4-(2-Fluorophenyl)benzoyl]propanoic acid

Product 1

HCID 734323214-(2'-Fluoro-biphenyl-4-yl)-4-hydroxyimino-butyric acidYield 83.2%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

In a manner similar to Example 4, Step (c), 4-(2′-fluoro-biphenyl-4-yl)-4-oxo-butyric acid (1.634 g, 0.006001 mol) was allowed to react with hydroxylamine hydrochloride (0.500 g, 0.00720 mol) in the presence of sodium carbonate (0.763 g, 0.00720 mol) in absolute ethanol to give 1.434 g of 4-(2′-fluoro-biphenyl-4-yl)-4-hydroxyimino-butyric acid as a pale yellow solid; mp 150.0-151.5° C.

Sources & evidence

ORD record
ord-ca620faadb364ad68c71060f343b644e
Source dataset
uspto-grants-2001_05
Patent number
US06239288B1

Reaction notes

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