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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 546337Generated: October 26, 2026

HCl tetrahydrofuran → Ethyl 6-(N-(2-chloro-4-fluorophenyl)sulfamoyl)-3-oxocyclohex-1-ene-1-carboxylate

https://huagongshe.com/reaction/546337

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHCl tetrahydrofuranHCID 18422008—
ReactantEthyl 8-(N-(2-chloro-4-fluorophenyl)sulfamoyl)-1,4-dioxaspiro[4.5]dec-6-ene-7-carboxylateHCID 57870947—
ProductEthyl 6-(N-(2-chloro-4-fluorophenyl)sulfamoyl)-3-oxocyclohex-1-ene-1-carboxylateHCID 5787091096%

Reaction Steps

To 2.55 g (6.07 mmol) of ethyl 8-[N-(2-chloro-4-fluorophenyl)sulfamoyl]-1,4-dioxaspiro[4.5]dec-6-ene-7-carboxylate obtained in Example 1 was added 100 ml of a mixed solution of 1N hydrochloric acid-tetrahydrofuran (1:1), and the reaction solution was stirred at room temperature for 64 hours. Tetrahydrofuran was distilled off under reduced pressure, the residue was extracted by addition of ethyl acetate, and the organic layer was washed with water and dried over anhydrous magnesium sulfate, followed by concentration under reduced pressure. The residue was subjected to silica gel column chromatography (solvent; hexane:ethyl acetate=4:1), to give 2.19 g of the title compound as a pale brown powder (yield: 96%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07935835B2
Source datasetuspto-grants-2011_05
ORD IDord-566ccf61dcf040b085a40ac268a628af
Source noteuspto-grants-2011_05