Sodium Carbonate → 4-Hydroxyimino-4-(4'-trifluoromethyl-biphenyl-4-yl)-butyric acid

HRID 1979169Notes

Reaction equation

HRID 1979169 reaction equation
O=[C:2]([C:8]1[CH:13]=[CH:12][C:11]([C:14]2[CH:19]=[CH:18][C:17]([C:20]([F:23])([F:22])[F:21])=[CH:16][CH:15]=2)=[CH:10][CH:9]=1)[CH2:3][CH2:4][C:5]([OH:7])=[O:6].Cl.[NH2:25][OH:26].C(=O)([O-])[O-].[Na+].[Na+]>C(O)C>[OH:26][N:25]=[C:2]([C:8]1[CH:13]=[CH:12][C:11]([C:14]2[CH:19]=[CH:18][C:17]([C:20]([F:23])([F:22])[F:21])=[CH:16][CH:15]=2)=[CH:10][CH:9]=1)[CH2:3][CH2:4][C:5]([OH:7])=[O:6]

Participants

5

Reactant 3

HCID 10340Sodium CarbonateHCID 443297Hydroxyamine hydrochlorideHCID 230052404-Oxo-4-(4'-trifluoromethyl-biphenyl-4-yl)-butyric acid

Product 1

HCID 865835174-Hydroxyimino-4-(4'-trifluoromethyl-biphenyl-4-yl)-butyric acidYield 60.9%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

In a manner similar to Example 4, Step (c), 4-oxo-4-(4′-trifluoromethyl-biphenyl-4-yl)-butyric acid (1.20 g, 0.00372 mol) was allowed to react with hydroxylamine hydrochloride (0.3115 g, 0.00448 mol) in the presence of sodium carbonate (0.4768 g, 0.00450 mol) in absolute ethanol (20 mL) to give 0.764 g of 4-hydroxyimino-4-(4′-trifluoromethyl-biphenyl-4-yl)-butyric acid as a white solid; mp 134-136° C.

Sources & evidence

ORD record
ord-1439746aa14d470bb97911d99d302c57
Source dataset
uspto-grants-2001_05
Patent number
US06239288B1

Reaction notes

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