Sodium Carbonate → 4-(3',4'-Dichloro-biphenyl-4-yl)-4-hydroxyimino-butyric acid

HRID 1979178Notes

Reaction equation

HRID 1979178 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([C:9]2[CH:14]=[CH:13][C:12]([C:15](=O)[CH2:16][CH2:17][C:18]([OH:20])=[O:19])=[CH:11][CH:10]=2)[CH:5]=[CH:6][C:7]=1[Cl:8].Cl.[NH2:23][OH:24].C(=O)([O-])[O-].[Na+].[Na+]>C(O)C>[Cl:1][C:2]1[CH:3]=[C:4]([C:9]2[CH:14]=[CH:13][C:12]([C:15](=[N:23][OH:24])[CH2:16][CH2:17][C:18]([OH:20])=[O:19])=[CH:11][CH:10]=2)[CH:5]=[CH:6][C:7]=1[Cl:8]

Participants

5

Reactant 3

HCID 10340Sodium CarbonateHCID 443297Hydroxyamine hydrochlorideHCID 183641344-(3',4'-Dichloro-4-biphenylyl)-4-oxo-butyric acid

Product 1

HCID 734323134-(3',4'-Dichloro-biphenyl-4-yl)-4-hydroxyimino-butyric acidYield 97.6%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

In a manner similar to Example 4, Step (c), 4-(3′,4′-dichloro-biphenyl-4-yl)-4-oxo-butyric acid (1.23 g, 0.00381 mol) was allowed to react with hydroxylamine hydrochloride (0.2994 g, 0.00431 mol) in the presence of sodium carbonate (0.4567 g, 0.00431 mol) in absolute ethanol (20 mL) to give 1.257 g of 4-(3′,4′-dichloro-biphenyl-4-yl)-4-hydroxyimino-butyric acid as a white solid; mp 165.5-166.5° C.

Sources & evidence

ORD record
ord-f8c6b80876234aebbc915e0dcc5e8e22
Source dataset
uspto-grants-2001_05
Patent number
US06239288B1

Reaction notes

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