Lithium Hydroxide → 5-(4-Bromophenyl)-3-methyl-1,2-oxazole-4-carboxylic acid

HRID 45592Notes

Reaction equation

HRID 45592 reaction equation
C[O:2][C:3]([C:5]1[C:6]([CH3:17])=[N:7][O:8][C:9]=1[C:10]1[CH:15]=[CH:14][C:13]([Br:16])=[CH:12][CH:11]=1)=[O:4].[OH-].[Li+]>CO.O>[Br:16][C:13]1[CH:12]=[CH:11][C:10]([C:9]2[O:8][N:7]=[C:6]([CH3:17])[C:5]=2[C:3]([OH:4])=[O:2])=[CH:15][CH:14]=1

Participants

5

Reactant 2

HCID 3939Lithium HydroxideHCID 56604575Methyl 5-(4-bromophenyl)-3-methylisoxazole-4-carboxylate

Product 1

HCID 566045595-(4-Bromophenyl)-3-methyl-1,2-oxazole-4-carboxylic acid

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Conditions

Temperature
60 °C

Procedure

5-(4-Bromo-phenyl)-3-methyl-isoxazole-4-carboxylic acid methyl ester (39 mmol) in MeOH (50 mL) and H2O (10 mL) was treated with lithium hydroxide (2 g, 48 mmol), and the reaction was stirred at 60° C. for 1 hour. The mixture was acidified, and standard workup provided the title compound.

Sources & evidence

ORD record
ord-947f4b35867c4b6eb29ad3aa405d9e6a
Source dataset
uspto-grants-2013_09
Patent number
US08541587B2

Reaction notes

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