Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Nitrogen | HCID 947 | — |
| Reactant | HCID 86698071 | HCID 86698071 | — |
| Reactant | HCID 178418332 | HCID 178418332 | — |
| Catalyst | Zincchloride | HCID 3007855 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 67974825 | HCID 67974825 | 68% |
Reaction Steps
To a solution of ZnCl2 (1.32 g, 9.68 mmol) in anhydrous THF (20 mL) was added MeMgCl (1.6 mL, 4.80 mmol, 3M in THF) and the mixture was stirred at under N2 atmosphere at 10° C. for 1 hour. Then methyl 4-(6-(benzyloxy)-3-(((trifluoromethyl)sulfonyl)oxy)naphthalen-2-yl)benzoate (500 mg, 0.968 mmol) and Pd(PPh3)4 (100 mg, 0.0865 mmol) was added and the mixture was stirred at 60° C. under N2 atmosphere for 3 hours. After an aqueous/EtOAc workup, the residue was purified by silica gel column (PE/EtOAc=40/1) to give the product (250 mg, yield 68%) as an off-white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US09249132B2 |
|---|
| Source dataset | uspto-grants-2016_02 |
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| ORD ID | ord-70f8d412a96f4d43b447eb4bbfa811f8 |
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| Source note | uspto-grants-2016_02 |
|---|