Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Bromine | HCID 24408 | — |
| Reactant | 4-Benzyloxy-3-chloroaniline | HCID 1268285 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 69671105 | HCID 69671105 | 125.3% |
Reaction Steps
To a suspension of 4-benzyloxy-3-chloroaniline (674 mg) and potassium carbonate (1.14 g) in dichloromethane (32 mL) was added dropwise a solution of bromine (1.25 g) in dichloromethane (16 mL) at −15° C. in one hour, and the mixture was stirred at −15° C. for 75 minutes. Water was added to the reaction mixture and this resulting mixture was stirred vigorously for additional 10 minutes. The organic layer was separated, dried over anhydrous sodium sulfate and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (eluting solvent: ethyl acetate-hexane) to obtain the title compound (1.13 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08680120B2 |
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| Source dataset | uspto-grants-2014_03 |
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| ORD ID | ord-bff7d43f036a470fa9d6346128e30f1c |
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| Source note | uspto-grants-2014_03 |
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