Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 1,4-Dibromonaphthalene | HCID 66521 | — |
| Reactant | 2-Thiopheneboronic acid | HCID 2733960 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 86727986 | HCID 86727986 | 73% |
Reaction Steps
A mixture of 28.6 g (100 mmol) of 1,4-dibromonaphthalene, 15.35 g (120 mmol) of thiophen-2-ylboronic acid, 2.31 g (2 mmol) of tetrakis(triphenyl phosphine)palladium, 75 ml of 2M Na2CO3, 150 ml of EtOH and 300 ml toluene was degassed and placed under nitrogen, and then heated at 100° C. for 4 h. After finishing the reaction, the mixture was allowed to cool to room temperature. The organic layer was extracted with ethyl acetate and water, dried with anhydrous magnesium sulfate, the solvent was removed and the residue was purified by column chromatography on silica(hexane-dichloromethane) to give product (21.1 g, 73 mmol, 73%) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09048437B2 |
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| Source dataset | uspto-grants-2015_06 |
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| ORD ID | ord-da329deafcf34c75adc1fde53d1ec683 |
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| Source note | uspto-grants-2015_06 |
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