Hydrochloric Acid → 2-Thiazolecarboxylic acid, 4-(1-methylethyl)-

HRID 643841Notes

Reaction equation

HRID 643841 reaction equation
[CH:1]([C:4]1[N:5]=[C:6]([C:9]([O:11]CC)=[O:10])[S:7][CH:8]=1)([CH3:3])[CH3:2].[OH-].[Li+].Cl>C1COCC1.CO>[CH:1]([C:4]1[N:5]=[C:6]([C:9]([OH:11])=[O:10])[S:7][CH:8]=1)([CH3:3])[CH3:2]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 3939Lithium HydroxideHCID 10821861Ethyl 4-isopropylthiazole-2-carboxylate

Product 1

HCID 224993072-Thiazolecarboxylic acid, 4-(1-methylethyl)-

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

To a solution of ethyl 4-isopropylthiazole-2-carboxylate (9.1 g, 46 mmol) in THF (100 ml) and MeOH (30 ml) was added a solution of lithium hydroxide (1.16 g, 48.5 mmol) and the mixture was stirred for two days at room temperature. The mixture was acidified with 2M hydrochloric acid and extracted four times with diethyl ether. The organic phase was dried with sodium sulphate and evaporated under reduced pressure. Yield: 7.1 g, 90%.

Workup

  1. extractionextracted four times with diethyl ether
  2. dry with materialThe organic phase was dried with sodium sulphate
  3. customevaporated under reduced pressure

Sources & evidence

ORD record
ord-b080553365aa402aa502bdfa9ecc72bf
Source dataset
uspto-grants-2010_04
Patent number
US07700552B2

Reaction notes

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