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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2187635Generated: October 29, 2026

Water → HCID 54266910, compound

https://huagongshe.com/reaction/2187635

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium CarbonateHCID 10340—
Reactant2-Chlorophenylboronic acidHCID 2734322—
Reactant2-Bromo-5-chloro-1-benzothiopheneHCID 18476300—
CatalystHCID 178418397HCID 178418397—
Solvent1,2-DimethoxyethaneHCID 8071—
SolventEthyl AcetateHCID 8857—
ProductHCID 54266910HCID 5426691095%

Reaction Conditions

Temperature100 °C

Reaction Steps

To a solution of 1.03 g (4.16 mmol) 2-bromo-5-chlorobenzothiophene in 12 ml DME under argon were added 1.0 g (6.4 mmol) 2-chlorobenzeneboronic acid, 88 mg Pd(PPh3)4, and 6.4 ml 1M aqueous sodium carbonate solution, and the mixture was heated overnight at 100° C. in a sealed tube. After cooling 20 ml water and 20 ml ethyl acetate were added followed by vigorous stirring. The organic layer was dried over sodium sulfate and concentrated in vacuo, and the title compound was purified by chromatography on silica gel with hexane/ethyl acetate 97:3 to give 1.1 g (95%) of a colorless oil, which slowly solidified; MS 278 (M+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06410562B1
Source datasetuspto-grants-2002_06
ORD IDord-b7043199bb934264ab40c0b6a95b40b3
Source noteuspto-grants-2002_06