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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1689333Generated: October 31, 2026

Lithium Hydroxide → 2-Thiazolecarboxylic acid, 4-(1-methylethyl)-

https://huagongshe.com/reaction/1689333

Reaction equation

Participants

RoleNameHCIDCharge
ReactantLithium HydroxideHCID 3939—
ReactantEthyl 4-isopropylthiazole-2-carboxylateHCID 10821861—
SolventMethanolHCID 887—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
Product2-Thiazolecarboxylic acid, 4-(1-methylethyl)-HCID 22499307—

Reaction Conditions

Temperature20 °C

Reaction Steps

A solution of ethyl 4-isopropylthiazole-2-carboxylate (example 53, step a) (2.2 g) in a mixture of methanol (10 mL) and THF (20 mL) was treated with a solution of lithium hydroxide (0.264 g) in water (20 mL). The reaction mixture was stirred at 20° C. for 24 hours. The organic solvent was removed under reduced pressure and the remaining aqueous mixture was partitioned between ethyl acetate and water. The aqueous layer was acidified with 2M hydrochloric acid and extracted twice with ethyl acetate, the combined organics were washed with brine, dried over sodium sulphate, filtered and the solvent evaporated under reduced pressure. The crude product was triturated with cyclohexane to afford the subtitled compound. Yield 0.93 g.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08148373B2
Source datasetuspto-grants-2012_04
ORD IDord-038e68cb4c874a32a75a6ec69b029972
Source noteuspto-grants-2012_04