Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 2-Bromoethanol | HCID 10898 | — |
| Reactant | 3-Iodoaniline | HCID 12271 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 28977481 | HCID 28977481 | 63.6% |
Reaction Steps
A mixture of 3-iodoaniline (2.0 g, 9.1 mmol) and 2-bromoethanol (0.32 mL, 4.6 mmol) in a sealed tube was heated at 160° C. for 2 hours. Cooled to room temperature, sat. NaHCO3 and water were added. The resulting mixture was extracted with ethyl acetate, the organic layer was washed with brine, dried, evaporated under reduced pressure. The crude product was purified on a ISCO MPLC to provide the titled compound as a light brown oil (770 mg, 38.6% yield). MS (ESI(+)) m/e 264 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07169797B2 |
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| Source dataset | uspto-grants-2007_01 |
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| ORD ID | ord-40f80bfc9b3448bb9ed033f248c813f9 |
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| Source note | uspto-grants-2007_01 |
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