Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | (2,3-Difluoro-4-(octyloxy)phenyl)boronic acid | HCID 10850744 | — |
| Reactant | HCID 18676612 | HCID 18676612 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | 1,2-Dimethoxyethane | HCID 8071 | — |
| Product | HCID 131727220 | HCID 131727220 | — |
Reaction Steps
4-Bromo-4′-(3,7-dimethyloctyloxy)biphenyl (0.80 g, 2.0 mmol) from step 1, an aqueous solution 2M-sodium carbonate (40 ml) and tetrakis(triphenylphosphine)palladium(0) (0.12 g, 0.12 mmol) were mixed in DME (60 ml) under dry nitrogen at room temperature and 2,3-difluoro-4-octyloxyphenylboronic acid (0.62 g, 2.2 mmol), prepared as described in Example 1 step 4, was added. The stirred reaction mixture was heated overnight under reflux under dry nitrogen until g.l.c. and t.l.c. revealed a complete reaction. The product was extracted into DCM (2×150 ml) and washed with brine, water and dried (MgSO4). The solvent was removed under reduced pressure and the residue was purified by column chromatography [ether-hexane, 3:1] and recrystallised from ethanol to give the desired compound as white crystals.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07462427B2 |
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| Source dataset | uspto-grants-2008_12 |
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| ORD ID | ord-d8baa031a00441918d8dbd1680ffebaa |
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| Source note | uspto-grants-2008_12 |
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