Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethyl Bromide | HCID 6332 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | HCID 66678410 | HCID 66678410 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 66678423 | HCID 66678423 | — |
Reaction Steps
To a stirred solution of methyl 2′-ethyl-2-hydroxybiphenyl-4-carboxylate (3.13 g, 12.2 mmol) in anhydrous ACN (45 mL) was added anhydrous potassium carbonate (5.05 g, 36.6 mmol) followed by ethyl bromide (4.5 mL, 61 mmol). The reaction mixture was heated at 50° C. for 15 hours, and then cooled to RT and filtered. The filtrate was concentrated under vacuum. The oil was taken up with MTBE, treated with activated charcoal, filtered through a Celite pad and concentrated. After purification by flash chromatography (silica, heptane/EtOAc), the title compound was obtained as a colorless oil (2.73 g, 79%). HPLC (Method A) Rt 5.4 min (Purity: 99.7%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08815919B2 |
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| Source dataset | uspto-grants-2014_08 |
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| ORD ID | ord-22ab3ce1340749b4a09c59d278a7ff82 |
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| Source note | uspto-grants-2014_08 |
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