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

HRID 381837Notes

Reaction equation

HRID 381837 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-0aa5dac5fbb241849da10aa87645752f
Source dataset
uspto-grants-2001_10
Patent number
US06307089B2

Reaction notes

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