Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Benzyl Bromide | HCID 7498 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 5-Bromosalicylaldehyde | HCID 72863 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 2-(Benzyloxy)-5-bromobenzaldehyde | HCID 733087 | 86.3% |
Reaction Steps
To a solution of 5-bromo-2-hydroxybenzaldehyde (10.0 g) in DMF (50 mL) were added potassium carbonate (13.8 g) and benzyl bromide (10.2 g) at room temperature, and the mixture was stirred at 60° C. for 30 min. The reaction mixture was cooled to room temperature, water was added, and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure and the residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (12.5 g) as white crystals.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09382188B2 |
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| Source dataset | uspto-grants-2016_07 |
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| ORD ID | ord-6674d1f83f1f443cba00fae6f266575c |
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| Source note | uspto-grants-2016_07 |
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