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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2191162Generated: November 3, 2026

Hydrochloric Acid → 8-[N-(2-Chloro-4-fluorophenyl)sulfamoyl]-1,4-dioxaspiro[4.5]dec-6-ene-7-carboxylic acid

https://huagongshe.com/reaction/2191162

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantLithium HydroxideHCID 3939—
ReactantEthyl 8-(N-(2-chloro-4-fluorophenyl)sulfamoyl)-1,4-dioxaspiro[4.5]dec-6-ene-7-carboxylateHCID 57870947—
SolventOxolane--water (1/1)HCID 21881883—
Product8-[N-(2-Chloro-4-fluorophenyl)sulfamoyl]-1,4-dioxaspiro[4.5]dec-6-ene-7-carboxylic acidHCID 6719210385.1%

Reaction Conditions

Temperature50 °C

Reaction Steps

1.8 g (4.29 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 dissolved in 60 ml of a water-tetrahydrofuran (1:1) solution, and 900 mg (21.45 mmol) of lithium hydroxide was added thereto, followed by stirring for 7 hours at 50° C. The reaction solution was cooled with ice, it was then made acidic by addition of 1N hydrochloric acid, and the mixture was extracted with ethyl acetate. The organic layer was washed with water and dried over anhydrous magnesium sulfate, followed by concentration under reduced pressure. The residue was washed with hexane to give 1.43 g of the title compound as a pale brown powder (yield: 85%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUSRE043858E1
Source datasetuspto-grants-2012_12
ORD IDord-3a6e46157ecf41b4962d18b4bd66d339
Source noteuspto-grants-2012_12