Sodium Carbonate → 4-(4'-Tert-butyl-biphenyl-4-yl)-4-hydroxyimino-butyric acid

HRID 381856Notes

Reaction equation

HRID 381856 reaction equation
[C:1]([C:5]1[CH:10]=[CH:9][C:8]([C:11]2[CH:16]=[CH:15][C:14]([C:17](=O)[CH2:18][CH2:19][C:20]([OH:22])=[O:21])=[CH:13][CH:12]=2)=[CH:7][CH:6]=1)([CH3:4])([CH3:3])[CH3:2].Cl.[NH2:25][OH:26].C(=O)([O-])[O-].[Na+].[Na+]>C(O)C>[C:1]([C:5]1[CH:10]=[CH:9][C:8]([C:11]2[CH:16]=[CH:15][C:14]([C:17](=[N:25][OH:26])[CH2:18][CH2:19][C:20]([OH:22])=[O:21])=[CH:13][CH:12]=2)=[CH:7][CH:6]=1)([CH3:4])([CH3:3])[CH3:2]

Participants

5

Reactant 3

HCID 10340Sodium CarbonateHCID 443297Hydroxyamine hydrochlorideHCID 183641354-(4'-Tert-butyl-biphenyl-4-yl)-4-oxo-butyric acid

Product 1

HCID 734323234-(4'-Tert-butyl-biphenyl-4-yl)-4-hydroxyimino-butyric acidYield 93.7%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

In a manner similar to Example 4, Step (c), 4-(4′-tert-butyl-biphenyl-4-yl)-4-oxo-butyric acid (0.277 g, 0.000892 mol) was allowed to react with hydroxylamine hydrochloride (0.0704 g, 0.00101 mol) in the presence of sodium carbonate (0.1074 g, 0.00101 mol) in absolute ethanol (7 mL) to give 0.272 g of 4-(4′-tert-butyl-biphenyl-4-yl)-4-hydroxyimino-butyric acid as a white solid; mp 170.5-171.5° C.

Sources & evidence

ORD record
ord-82efc750a0244b88bffa97189f915f35
Source dataset
uspto-grants-2001_10
Patent number
US06307089B2

Reaction notes

Loading…