Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | HCID 68271884 | HCID 68271884 | — |
| Reactant | HCID 178418373 | HCID 178418373 | — |
| Reactant | HCID 178425453 | HCID 178425453 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Product | HCID 68271883 | HCID 68271883 | 485.6% |
Reaction Steps
MeMgI (3.21 mL, 1.4 M in ether, 4.5 mmol) was added at 0° C. to a mixed liquid containing (1,3-dimesityl-1H-imidazol-2(3H)-ylidene)copper(I)chloride (244 mg, 0.60 mmol) in ether (5 mL), and the resulting mixture was stirred for 10 minutes. A solution containing 4,4′-(2-(4-chlorobut-2-en-2-yl)propane-1,3-diyl)bis(bromobenzene) (1.33 g, 3.0 mmol) in ether (4 mL) was then added, and the resulting mixed liquid was stirred at 0° C. for 12 hours. A saturated aqueous solution of ammonium chloride was added to the mixed liquid, and the mixture was extracted with ether. The thus obtained organic layer was washed with a saturated saline solution, and dried using MgSO4. The organic layer was then concentrated under reduced pressure, and the resulting residue was purified by silica gel column chromatography, yielding the title compound (4n) (1.23 g) in a yield of 97%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US09051246B2 |
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| Source dataset | uspto-grants-2015_06 |
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| ORD ID | ord-b84c01ceee0c4507b4f65be406007f7e |
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| Source note | uspto-grants-2015_06 |
|---|