Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydroxide | HCID 961 | — |
| Reactant | Styrylboronic acid | HCID 5702628 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 1736026 | HCID 1736026 | 71% |
Reaction Steps
Tetrethylamine hydroxide (13.6 g, 18.4 mmol), tetrakis(triphenylphosphine)palladium(0) (142 mg) and trans-2-phenylvinylboronic acid (2.3 g, 15.3 mmol) are added to a solution of the product from example 1a) (2.00 g, 6.14 mmol) in N,N′-Dimethylacetamide (DMA) (30 ml). The mixture is then stirred at 110° C. for 24 hours. The reaction mixture is cooled to room temperature and poured into H2O. A gray crude product is obtained after filtration and washing with n-hexane. The crude product is purified by silicagel column chromatography with CH2Cl2, which result in a white solid (71% yield, mp.: 226° C.).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07989644B2 |
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| Source dataset | uspto-grants-2011_08 |
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| ORD ID | ord-1535b1bc1fcf4101bde511043767328d |
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| Source note | uspto-grants-2011_08 |
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