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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2103614Generated: November 1, 2026

Water → HCID 69059481, compound

https://huagongshe.com/reaction/2103614

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantCesium fluorideHCID 25953—
Reactant3-Cyclopentyl-2-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-prop-2-en-1-olHCID 67084717—
Reactant2-Bromo-4-(methylsulfonyl)thiopheneHCID 67484405—
CatalystTetrakis(triphenylphosphine)palladiumHCID 11979704—
SolventTetrahydrofuranHCID 8028—
ProductHCID 69059481HCID 69059481—

Reaction Conditions

Temperature50 °C

Reaction Steps

Add 2-bromo-4-methanesulfonyl-thiophene (241 mg, 1.0 mmol), caesium fluoride ( 304 mg, 2.0 mmol) and tetrakis-(triphenylphosphin)-palladium(0) (58 mg, 0.05 mmol) to a solution of 3-cyclopentyl-2-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-prop-2-en-1-ol (252 mg, 1.0 mmol) in THF. Stir at 50° C. for 24 h, monitore completion of the reaction by LCMS. Treat the reaction mixture with water and extract with ethyl acetate. Dry organic layers over sodium sulfate and remove solvents under vacuum to obtain 405 mg crude product. Purify by silica gel chromatography, eluting with gradient from 9:1 to 1:1 hexane:ethyl acetate to obtain 118 mg purified product. MS (m/e): 309.0 (M+Na).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07576108B2
Source datasetuspto-grants-2009_08
ORD IDord-c51b99adf5324355a8e16c09c68d36f5
Source noteuspto-grants-2009_08