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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 383910Generated: November 1, 2026

Water → HCID 59291511, compound

https://huagongshe.com/reaction/383910

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium CarbonateHCID 10340—
ReactantPhenylboronic AcidHCID 66827—
ReactantHCID 59291542HCID 59291542—
CatalystHCID 178418397HCID 178418397—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 59291511HCID 59291511—

Reaction Conditions

Temperature90 °C

Reaction Steps

To a suspension of methyl 2-bromo-5,6-dihydro-4H-cyclopenta[b]thiophene-3-carboxylate, phenyl boronic acid, and Pd(PPh3)4 in dioxane was added a 2 M aqueous Na2CO3 solution, followed by stirring at 90° C. for 15 hours. Water was added thereto, and the aqueous layer was extracted with EtOAc. The organic layer was dried over MgSO4 and then concentrated under reduced pressure. The residue was purified by medium-pressure preparative liquid chromatography (silica gel, YAMAZEN YFLC WPrep2XY, hexane:EtOAc) to obtain methyl 2-phenyl-5,6-dihydro-4H-cyclopenta[b]thiophene-3-carboxylate as a colorless liquid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08367696B2
Source datasetuspto-grants-2013_02
ORD IDord-eb5d873263b44b9d81eeb9a4e7693ae8
Source noteuspto-grants-2013_02