Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Bromine | HCID 24408 | — |
| Reactant | HCID 12056718 | HCID 12056718 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Product | HCID 12056719 | HCID 12056719 | 95.9% |
Reaction Steps
The title compound of Step B (2.0 g, 8 mmol) was dissolved in 10 mL of acetic acid and treated with bromine (0.4 mL, 8 mmol). The mixture was heated at 80° C. until the orange color was discharged (1 h). The mixture was evaporated under reduced pressure, diluted with 50 mL of ether and washed twice with 50 mL of sodium bicarbonate and then 50 mL of brine. The organic layer was dried over magnesium sulfate and concentrated under reduced pressure to yield 2.54 g of the title compound of Step C as a tan solid which was used immediately in the next step without further purification. 1H NMR (CDCl3): δ2.44 (s, 3H), 4.54 (s, 2H), 7.74 (d, 2H), 8.56 (d, 2H), 8.62 (s, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06525001B1 |
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| Source dataset | uspto-grants-2003_02 |
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| ORD ID | ord-a26d8fb9353347d287dc38bb9c60ff0f |
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| Source note | uspto-grants-2003_02 |
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