HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1771726Generated: November 4, 2026
Water → 1-Fluoro-5-(3-fluorophenyl)-2-methyl-3-nitro-benzene
https://huagongshe.com/reaction/1771726
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 3-Fluorophenylboronic acid | HCID 2733986 | — |
| Reactant | 4-Bromo-2-fluoro-6-nitrotoluene | HCID 2773387 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | 1-Fluoro-5-(3-fluorophenyl)-2-methyl-3-nitro-benzene | HCID 89445455 | 75.3% |
Reaction Steps
A mixture of 5-bromo-1-fluoro-2-methyl-3-nitro-benzene (5.0 g, 21.31 mmol, 1.0 eq), 3-fluorophenylboronic acid (3.29 g, 23.8 mmol, 1.1 eq), Pd(PPh3)4 (1.2 g, 1.07 mmol, 0.05 eq) and K2CO3 (11.8 g, 85.5 mmol, 4 eq) in a mixture of dioxane (150 mL) and EtOH (50 mL) was heated at 80° C. under N2 overnight. After cooling to room temperature the reaction was poured into water and extracted with EtOAc. The combined organic extracts were washed with water and brine, dried (Na2SO4), filtered and evaporated in vacuo to give the title compound as an oil (4.0 g, 75%). This material was used without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09249085B2 |
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| Source dataset | uspto-grants-2016_02 |
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| ORD ID | ord-8932958eee904939b83aefc6c399378f |
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| Source note | uspto-grants-2016_02 |
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