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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 532611Generated: November 1, 2026

Hydrochloric Acid → HCID 86699219, compound

https://huagongshe.com/reaction/532611

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantSodium hydrideHCID 24758—
ReactantPhenyl 2-methoxybenzoateHCID 517799—
Reactant4H,5H,6H-cyclopenta[b]thiophen-4-oneHCID 1958632—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
SolventEthyl AcetateHCID 8857—
ProductHCID 86699219HCID 8669921959%

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 2-Methoxy-benzoic acid phenyl 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 (70 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-Methoxy-benzoyl)-5,6-dihydro-cyclopenta[b]thiophen-4-one (2.53 g, 8.3 mmol) as yellow solid in 59% yield.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08853207B2
Source datasetuspto-grants-2014_10
ORD IDord-584cfefa5e9d43d4b8fa040c6fdab9f6
Source noteuspto-grants-2014_10