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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2371040Generated: October 30, 2026

Sodium Carbonate → HCID 67257290, compound

https://huagongshe.com/reaction/2371040

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant(2-Hydroxyphenyl)boronic acidHCID 2773454—
ReactantHCID 67257288HCID 67257288—
CatalystTriphenylphosphineHCID 11776—
Catalystpalladium(II) acetateHCID 167845—
SolventWaterHCID 962—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 67257290HCID 6725729088.2%

Reaction Steps

A mixture of tert-butyl 3-(2-bromothiophen-3-yl)-3-hydroxypyrrolidine-1-carboxylate (5 g, 13.8 mmol), Pd(OAc)2 (31 mg, 0.14 mmol), Ph3P (147 mg, 0.42 mmol), 2-hydroxyphenylboronic acid (1.74 g, 27.6 mmol) and Na2CO3 (2.9 g, 27.6 mmol) in dioxane (10 mL) and water (10 mL) was refluxed under N2 for 3 h. After the reaction was cooled to room temperature, the reaction mixture was extracted with EtOAc several times. The combined organic layers were washed with brine, and dried over anhydrous Na2SO4. After filtration and concentration, the crude product was purified by column chromatography to give the title compound (4.4 g, 88%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08710245B2
Source datasetuspto-grants-2014_04
ORD IDord-c975866b216f4ea9beda56d1e6fc914f
Source noteuspto-grants-2014_04