Hydrochloric Acid → 2-Cyclopropyl-1,3-thiazole-4-carboxylic acid
Reaction equation
[CH:1]1([C:4]2[S:5][CH:6]=[C:7]([C:9]([O:11]CC)=[O:10])[N:8]=2)[CH2:3][CH2:2]1.Cl>C1COCC1.CO.O>[CH:1]1([C:4]2[S:5][CH:6]=[C:7]([C:9]([OH:11])=[O:10])[N:8]=2)[CH2:2][CH2:3]1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
To a mixture of ethyl 2-cyclopropyl-thiazole-4-carboxylate (0.443 g, 2.249 mmol) and LiOH monohydrate (0.472 g, 11.243 mmol) was added a mixture of THF/MeOH/H2O (3:1:1, 50 mL). The reaction was stirred at RT for 24 h. The solution was acidified by addition of conc. HCl (0.1 mL) and the volatiles were removed. Remaining aqueous solution was extracted with EtOAc (3×20 mL). The combined organic layers were dried over Na2SO4 and evaporated to dryness. MS m/z: 169.9 (M+H) Calc'd. for C7H7NO2S-170.0.
Workup
- additionwas added
- customthe volatiles were removed
- extractionRemaining aqueous solution was extracted with EtOAc (3×20 mL)
- dry with materialThe combined organic layers were dried over Na2SO4
- customevaporated to dryness
Sources & evidence
- ORD record
- ord-f8408776d12a47f19772f57013c5cee6
- Source dataset
- uspto-grants-2007_03
- Patent number
- US07196104B2
Reaction notes
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