HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Carbonate → 2-(3-Bromophenyl)naphthalene
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | Benzene, 1-bromo-3-iodo- | HCID 11561 | — |
| Reactant | (Naphthalen-2-yl)boronic acid | HCID 2734375 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 2-(3-Bromophenyl)naphthalene | HCID 23080773 | 76% |
Reaction Steps
Under an argon gas atmosphere, 243 g (1.41 mol) of 2-naphthalene boronic acid, 400 g (1.41 mol) of 3-bromoiodobenzene, 3.27 g (28.2 mmol) of tetrakis(triphenylphosphine)palladium(0), 6.4 L of toluene and 3.2 L of 2M sodium carbonate solution were mixed, and stirred for 24 hours while being refluxed. After the reaction in the mixture was over, the mixture experienced filtration, through which aqueous phase thereof was eliminated. After organic phase thereof was cleansed by water and dried with magnesium sulfate, toluene was distilled away under reduced pressure. Residue thereof was refined by silica-gel column chromatography, such that 303 g of 2(3-bromophenyl)naphthalene was obtained with an yield of 76%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08021574B2 |
| Source dataset | uspto-grants-2011_09 |
| ORD ID | ord-cc97eadbff3140b795f950325252e36c |
| Source note | uspto-grants-2011_09 |