Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Boron tribromide | HCID 25134 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | HCID 39834387 | HCID 39834387 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 67475118 | HCID 67475118 | 31% |
Reaction Steps
To a stirred solution of 2-(3-methoxyphenyl)-1-methyl-1H-imidazole (step 1, 724 mg, 3.8 mmol) in dichloromethane (2 mL) was added a solution of boron tribromide (1 M in dichloromethane, 5 mL) at 0° C. The mixture was stirred at 0° C. for 3 h and at room temperature for 40 h. The mixture was poured into aqueous sodium bicarbonate solution (10 mL). The precipitated solids were collected by filtration and dried under reduced pressure to afford 205 mg (31%) of the title compound as a pale brown solid: 1H-NMR (CDCl3) δ 7.29–7.22 (2H, m), 7.09–7.07 (2H, m), 6.94 (1H, d, J=1.1 Hz), 6.83–6.78 (1H, m), 3.72 (3H, s); MS (ESI) m/z 175 (M+H)+, 173 (M−H)−.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07238714B2 |
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| Source dataset | uspto-grants-2007_07 |
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| ORD ID | ord-a4e99ed489f548b183f7b4e79de539e1 |
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| Source note | uspto-grants-2007_07 |
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