Sodium Hydroxide → 4-(4'-Tert-butyl-biphenyl-4-yl)-4-oxo-butyric acid

HRID 1979174Notes

Reaction equation

HRID 1979174 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:24])[CH2:18][CH2:19][C:20]([O:22]C)=[O:21])=[CH:13][CH:12]=2)=[CH:7][CH:6]=1)([CH3:4])([CH3:3])[CH3:2].[OH-].[Na+]>C1COCC1.CO>[C:1]([C:5]1[CH:10]=[CH:9][C:8]([C:11]2[CH:16]=[CH:15][C:14]([C:17](=[O:24])[CH2:18][CH2:19][C:20]([OH:22])=[O:21])=[CH:13][CH:12]=2)=[CH:7][CH:6]=1)([CH3:4])([CH3:2])[CH3:3]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 702122584-(4'-Tert-butyl-biphenyl-4-yl)-4-oxo-butyric acid, methyl ester

Product 1

HCID 183641354-(4'-Tert-butyl-biphenyl-4-yl)-4-oxo-butyric acidYield 76.3%

Reagents, catalysts & solvents 1

HCID 21899815MeOH tetrahydrofuranSolvent

Procedure

In a manner similar to Example 17, Step (b), 4-(4′-tert-butyl-biphenyl-4-yl)-4-oxo-butyric acid, methyl ester (0.43 g, 0.0013 mol) was allowed to react with 1.0 M aqueous sodium hydroxide (2.0 mL, 0.002 mol) in THF-methanol (5 mL each) to give 0.308 g of 4-(4′-tert-butyl-biphenyl-4-yl)-4-oxo-butyric acid as a white solid; mp 172.0-173.5° C.

Sources & evidence

ORD record
ord-efa438a7ac8a45d0b31baa7e74f8bd80
Source dataset
uspto-grants-2001_05
Patent number
US06239288B1

Reaction notes

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