Sodium Hydroxide → 5-(1-Methylethyl)-4-thiazolecarboxylic acid
Reaction equation
[CH3:1][CH:2]([C:4]1[S:8][CH:7]=[N:6][C:5]=1[C:9]([O:11]C)=[O:10])[CH3:3].[OH-].[Na+]>CO>[CH3:3][CH:2]([C:4]1[S:8][CH:7]=[N:6][C:5]=1[C:9]([OH:11])=[O:10])[CH3:1]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 20 °C
Procedure
To a solution of methyl 5-(1-methylethyl)-1,3-thiazole-4-carboxylate (1.9 g) in methanol (20 ml) was added 2M sodium hydroxide (20 ml) and the mixture stirred at 20° C. for 18 h. The solvent was removed in vacuo and the residue taken up in water (20 ml) and acidified to pH=2 using 2M hydrochloric acid. The mixture was extracted with ethyl acetate (100 ml), dried over sodium sulphate and evaporated in vacuo to give the title compound (1.7 g) as a white solid.
Workup
- customThe solvent was removed in vacuo
- extractionThe mixture was extracted with ethyl acetate (100 ml)
- dry with materialdried over sodium sulphate
- customevaporated in vacuo
Sources & evidence
- ORD record
- ord-6b83f6d9aaa045038bfc47988077297a
- Source dataset
- uspto-grants-2014_02
- Patent number
- US08658635B2
Reaction notes
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