Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Benzyl Bromide | HCID 7498 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 4-Chloro-2-hydroxybenzamide | HCID 13726281 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | Benzyl Bromide | HCID 7498 | — |
| Product | HCID 47467978 | HCID 47467978 | 107.7% |
Reaction Steps
To a solution of 4-chloro-2-hydroxybenzamide (0.608 g, 3.54 mmol) in acetonitrile (50 ml) was added dried K2CO3 (1.71 g, 12.40 mmol) followed by benzyl bromide (0.63 ml, 5.32 mmol) and the resulting reaction mixture was refluxed at 80° C. for 16 h. After the completion of the reaction (TLC monitoring), water was added followed by extraction with EtOAc (3×100 ml). The combined organics was dried over anhydrous Na2SO4, filtered and concentrated. The residue was washed repeatedly with hexane to get rid of the excess of benzyl bromide resulting the desired product (0.75 g, 81%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08492414B2 |
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| Source dataset | uspto-grants-2013_07 |
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| ORD ID | ord-7f482b0b6c1e495baffb4737c430c5a2 |
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| Source note | uspto-grants-2013_07 |
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