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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 532594Generated: October 31, 2026

Hydrochloric Acid → HCID 86699213, compound

https://huagongshe.com/reaction/532594

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantTetrahydrofuranHCID 8028—
ReactantSodium hydrideHCID 24758—
ReactantBenzoic acid, 4-fluoro-, ethyl esterHCID 67976—
Reactant4H,5H,6H-cyclopenta[b]thiophen-4-oneHCID 1958632—
SolventWaterHCID 962—
SolventEthyl AcetateHCID 8857—
ProductHCID 86699213HCID 8669921315%

Reaction Conditions

Temperature100 °C

Reaction Steps

5,6-Dihydro-cyclopenta[b]thiophen-4-one (2.1 g, 15.0 mmol) in 15 mL of THF was treated with NaH (60 percent, 1.5 g, 36 mmol). After the addition of 4-Fluoro-benzoic acid ethyl ester, the reaction mixture was heated at 100° C. for 8 hr. The solution was cooled to room temperature and poured into water. The resulting mixture was acidified with concentrated HCl and was added with ethyl acetate (80 mL). The organic layer was collected, brined, dried over MgSO4(s), and concentrated under reduced pressure. The resultant precipitate was collected and recrystallized from ethanol to provide the corresponding 5-(2-Fluoro-benzoyl)-5,6-dihydro-cyclopenta[b]thiophen-4-one (0.56 g, 2.15 mmol) as brown solid in 15% yield.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08853207B2
Source datasetuspto-grants-2014_10
ORD IDord-b9f17180dc004a53804f07d1dfded6ea
Source noteuspto-grants-2014_10