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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 366301Generated: October 25, 2026

Sulfuric Acid → Methyl 3-hydroxy-5-(trifluoromethyl)thiophene-2-carboxylate

https://huagongshe.com/reaction/366301

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSulfuric AcidHCID 1118—
ReactantPotassium HydroxideHCID 14797—
ReactantMethyl ThioglycolateHCID 16907—
Reactant3-Methoxy-4,4,4-trifluoro-2-butenoic acid ethyl esterHCID 2758867—
SolventMethanolHCID 887—
ProductMethyl 3-hydroxy-5-(trifluoromethyl)thiophene-2-carboxylateHCID 275985565%

Reaction Steps

A solution of 1 M potassium hydroxide in methanol (30 ml) is added to a cooled mixture of 5A (4.6 g), methyl thioglycolate (2.46 g) and methanol (10 ml). The resulting reaction mixture was stirred for 24 hours at room temperature. Then the mixture was poured on ice and acidified with 6N sulfuric acid (pH=2). The mixture is extracted with diethyl ether twice. The combined organic phases were washed with water and dried. The mixture was concentrated and the residue is distilled under reduced pressure to yield the product as a clear liquid (3.4 g, 65 %) with a boiling point of 42-45 ° C. at 0.10 mm.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06130188
Source datasetuspto-grants-2000_10
ORD IDord-42755b791c124733afbbde245024a551
Source noteuspto-grants-2000_10