Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Tyrosol | HCID 10393 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | HCID 68939004 | HCID 68939004 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 68935235 | HCID 68935235 | 81.6% |
Reaction Steps
A mixture of 3-[(2-bromoethoxy)methyl]benzonitrile (5.00 g), 2-(4-hydroxyphenyl)ethanol (3.45 g), and potassium carbonate (5.76 g) in N,N-dimethylformamide (30 ml) was heated at 60° C. for 66 h. The mixture was allowed to cool and partitioned between ethyl acetate and 2N HCl. The aqueous phase was extracted with ethyl acetate and the combined organic phase washed with 2N NaOH, brine, dried (MgSO4) and concentrated in vacuo. The residue was purified by chromatography (SPE, eluted with gradient between cyclohexane and 80% EtOAc in cyclohexane) to give the title compound (5.05 g). LCMS RT=2.96 min.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07271197B2 |
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| Source dataset | uspto-grants-2007_09 |
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| ORD ID | ord-94531d4bfc684eeebc56a01e4f75bd7e |
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| Source note | uspto-grants-2007_09 |
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