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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1045119Generated: October 26, 2026

Hydrochloric Acid → 4-Oxobicyclo[3.2.1]oct-2-en-2-yl 2-methyl-3-methylsulfinyl-4-trifluoromethylbenzoat

https://huagongshe.com/reaction/1045119

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantBicyclo(3.2.1)octane-2,4-dioneHCID 144686—
Reactant1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
ReactantHCID 66679876HCID 66679876—
SolventDichloromethaneHCID 6344—
Product4-Oxobicyclo[3.2.1]oct-2-en-2-yl 2-methyl-3-methylsulfinyl-4-trifluoromethylbenzoatHCID 66679307—

Reaction Steps

250 mg (0.94 mmol) of 2-methyl-3-(methylsulfinyl)-4-(trifluoromethyl)benzoic acid were introduced into 25 ml of dry dichloromethane. Thereafter 143 mg (1.03 mmol) of bicyclo[3.2.1]octane-2,4-dione and subsequently, in portions, 216 mg (1.13 mmol) of 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride were added. The mixture was stirred at room temperature for 16 hours and then admixed with 5 ml of 1M hydrochloric acid. Following phase separation, the organic phase was freed from the solvent on a rotary evaporator. The residue was purified by chromatography, with 170 mg of clean product being isolated.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08563779B2
Source datasetuspto-grants-2013_10
ORD IDord-ae50c2b88f9c46cab70688e9fd089b86
Source noteuspto-grants-2013_10