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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 9088Generated: October 27, 2026

Hydrochloric Acid → 2-Tert-butoxycarbonyloxyamino-4-methyl-thiazole-5-carboxylic acid

https://huagongshe.com/reaction/9088

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantPotassium HydroxideHCID 14797—
ReactantEthyl-2-tert-butoxycarbonyloxyamino-4-methyl-thiazole-5-carboxylateHCID 21911455—
Solvent2-(Oxolan-2-yl)ethan-1-olHCID 11989572—
Product2-Tert-butoxycarbonyloxyamino-4-methyl-thiazole-5-carboxylic acidHCID 21911430—

Reaction Conditions

Temperature55 °C

Reaction Steps

A stirred solution of ethyl-2-tert-butoxycarbonyloxyamino-4-methyl-thiazole-5-carboxylate (10 g, 34.95 mmol) in tetrahydrofuran-ethanol (250 mL, 2:3) was treated with a 6N KOH solution (250 mL). The mixture was heated to 55° C. overnight. The solution was cooled to 0° C. and acidified with concd. HCl to pH 1. The solvent was evaporated in vacuo. The residue was washed with water, diethyl ether, dried in vacuo over anhydrous phosphorous pentoxide to obtain the title acid (6 g, 89%) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07091223B2
Source datasetuspto-grants-2006_08
ORD IDord-8e2c9bc4dca442bda6037a7be6b1f8b6
Source noteuspto-grants-2006_08