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

HRID 1979156Notes

Reaction equation

HRID 1979156 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:13]=[CH:12][C:11]([C:14](=O)[CH2:15][CH2:16][C:17]([OH:19])=[O:18])=[CH:10][CH:9]=2)=[CH:4][CH:3]=1.Cl.[NH2:22][OH:23].C(=O)([O-])[O-].[Na+].[Na+]>C(O)C>[OH:23][N:22]=[C:14]([C:11]1[CH:12]=[CH:13][C:8]([C:5]2[CH:6]=[CH:7][C:2]([CH3:1])=[CH:3][CH:4]=2)=[CH:9][CH:10]=1)[CH2:15][CH2:16][C:17]([OH:19])=[O:18]

Participants

5

Reactant 3

HCID 10340Sodium CarbonateHCID 443297Hydroxyamine hydrochlorideHCID 141166664-(4'-Methyl-biphenyl-4-yl)-4-oxo-butyric acid

Product 1

HCID 850497844-Hydroxyimino-4-(4'-methyl-biphenyl-4-yl)-butyric acidYield 90.5%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

In a manner similar to Example 4, Step (c), 4-(4′-methyl-biphenyl-4-yl)-4-oxo-butyric acid (1.052 g, 0.003922 mol) was allowed to react with hydroxylamine hydrochloride (0.3245 g, 0.00467 mol) in the presence of sodium carbonate (0.498 g, 0.00470 mol) in absolute ethanol to give 1.006 g of 4-hydroxyimino-4-(4′-methyl-biphenyl-4-yl)-butyric acid as a white solid; mp 176.5-177.5° C.

Sources & evidence

ORD record
ord-c0a3e19d43be432a9098d4d76288b8c0
Source dataset
uspto-grants-2001_05
Patent number
US06239288B1

Reaction notes

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