Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Potassium Iodide | HCID 4875 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 3,4-Dimethoxyaniline | HCID 22770 | — |
| Reactant | 1-(Bromomethyl)-2-phenylbenzene | HCID 263365 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 23497798 | HCID 23497798 | 32.6% |
Reaction Steps
Potassium carbonate (1.38 g, 10 mmol), catalytic amount of potassium iodide, and 3,4-dimethoxyaniline (1.53 g 10 mmol) were added to a solution of 2-(bromomethyl)biphenyl (1.83 mL, 10 mmol) in acetonitrile (200 mL). The reaction mixture was heated and stirred at 80° C. for 18 hours, then was cooled to room temperature. The solid was filtered and the filtrate concentrated to dryness. Purification by silica gel column chromatography using 20% ethyl acetate in hexanes as the eluant afforded the pure product (1.04 g). MH+320: 1H (CDCl3) δ 3.77 (3H, s), 3.78 (3H, s), 4.21 (2H, s), 6.05 (1H, dd, J=8, 3), 6.14 (1H, m) 6.67 (1H, d, J=8), 7.28-7.42 (8H, m), 7.54 (1H, m).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06780883B2 |
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| Source dataset | uspto-grants-2004_08 |
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| ORD ID | ord-ac0232f9362f48fa9256d25ee00b1d1a |
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| Source note | uspto-grants-2004_08 |
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