Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | O-Cresol | HCID 335 | — |
| Reactant | HCID 67406788 | HCID 67406788 | — |
| Catalyst | Copper oxide | HCID 14829 | — |
| Catalyst | Copper | HCID 23978 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 67406750 | HCID 67406750 | — |
Reaction Steps
100 mg (0.25 mmol) of the compound from Example 99A, 53 mg (0.49 mmol) of o-cresol and 91 mg (0.74 mmol) of 4-N,N-dimethylaminopyridine were dissolved in 5 ml of acetonitrile, and 39 mg (0.62 mmol) of copper powder and 49 mg (0.62 mmol) of copper(II) oxide were added. The mixture was stirred at 85° C. for 16 h. For work-up, the mixture was cooled to RT and filtered through silica gel, and the residue was rinsed with a little ethyl acetate. The filtrate was concentrated under reduced pressure and the crude product was then purified chromatographically [Method 19]. This gave 25 mg (23% of theory) of the target compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09187466B2 |
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| Source dataset | uspto-grants-2015_11 |
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| ORD ID | ord-90f27c03a3a047fdab8d98a278a6c4c8 |
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| Source note | uspto-grants-2015_11 |
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