HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 558144Generated: October 25, 2026
Sodium Carbonate → HCID 57445094, compound
https://huagongshe.com/reaction/558144
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 5-Fluoro-2-hydroxyphenylboronic acid | HCID 3772476 | — |
| Reactant | 7-Bromobenzo[b]thiophene | HCID 12045538 | — |
| Catalyst | 2-(Di-tert-butylphosphino)biphenyl | HCID 2734215 | — |
| Catalyst | Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+) | HCID 178418228 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Solvent | Chloroform isopropyl alcohol | HCID 21906603 | — |
| Product | HCID 57445094 | HCID 57445094 | 80.2% |
Reaction Steps
Combine 7-bromo-benzo[b]thiophene (6.53 g, 30.64 mmol), 5-fluoro-2-hydroxy phenyl boronic acid (4.87 g, 31.26 mmol), Pd(dppf)Cl2 (1.25 g, 1.53 mmol), 2-(di-tert-butylphosphino)biphenyl (0.28 g, 0.92 mmol), sodium carbonate (2 M, 30.64 mL, 61.92 mmol) in dioxane (60 mL, alternative THF) in a flask. Heat the mixture at 100° C. for 2 h. Dilute the mixture with chloroform/IPA (3/1). Wash the solution with aqueous saturated sodium chloride. Dry over sodium sulfate. Concentrate the solution in vacuo. Purify the residue by column chromatography (hexane to 10% ethyl acetate in hexane) to give the title compound (6.0 g, 80%) as a yellow solid. MS (ES) m/z 243 [M−1]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08063035B2 |
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| Source dataset | uspto-grants-2011_11 |
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| ORD ID | ord-0e14e4c01f414e0cbfea5db80ad4ef1a |
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| Source note | uspto-grants-2011_11 |
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