Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Benzyl Bromide | HCID 7498 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 4-Bromo-3-((dimethylamino)methyl)phenol | HCID 4340007 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 58566740 | HCID 58566740 | 98% |
Reaction Steps
A mixture of 4-bromo-3-((dimethylamino)methyl)phenol (4 g, 17.4 mmol), benzylbromide (2 eq.), and potassium carbonate (3 eq.) in DMF (100 mL) was stirred at 80° C. overnight. The reaction mixture was cooled to room temperature, quenched with water and extracted with ethyl acetate. The combined organic layers were washed with brine, dried over sodium sulfate, filtered, and concentrated in vacuo. The crude material was purified by silica gel chromatography (0-50% EtOAc in hexanes) to afford 1-(5-(benzyloxy)-2-bromophenyl)-N,N-dimethylmethanamine (709) (98%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08476308B2 |
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| Source dataset | uspto-grants-2013_07 |
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| ORD ID | ord-3c1c11869dce45a5ac61dc08576f0ddf |
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| Source note | uspto-grants-2013_07 |
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