Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Bromine | HCID 24408 | — |
| Reactant | HCID 64498 | HCID 64498 | — |
| Reactant | Bromhydrol | HCID 166749 | — |
| Reactant | Sodium Bisulfite | HCID 23665763 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 16100372 | HCID 16100372 | 28.2% |
Reaction Steps
To bromine (20 mL, 40 mmol) and aluminum bromide (3.2 g, 20 mmol) was added N-(2-adamantyl)acetamide (4 g, 20 mmol) in portions. The reaction mixture was heated to 90° C. and stirred overnight. The mixture was cooled to rt and poured into ice/water. Satd aq sodium bisulfite was added slowly followed by dilution with CH2Cl2. The organic layer was separated, washed with brine, dried, filtered and concentrated. The crude product was purified by column chromatography to afford N-(5,7-dibromo-2-adamantyl)acetamide (1.98 g, 28%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08927715B2 |
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| Source dataset | uspto-grants-2015_01 |
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| ORD ID | ord-a123b8d7cca5420693a43676e6190de1 |
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| Source note | uspto-grants-2015_01 |
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