Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 1192474-21-7 | HCID 57961996 | — |
| Catalyst | HCID 178418406 | HCID 178418406 | — |
| Solvent | 1,2-Dichloroethane | HCID 11 | — |
| Product | 1192474-22-8 | HCID 57961997 | 82.2% |
Reaction Steps
A solution of tert-butyl [3-bromo-5-(hydroxymethyl)phenyl]carbamate (13.3 g, 44.2 mmol) and manganese(IV) oxide (19.2 g, 221 mmol) in 1,2-dichloroethane (88 mL) was stirred at 80° C. for 3 h. The reaction mixture was treated with additional manganese(IV) oxide (11.5 g, 132 mmol) and stirred at 80° C. for 16 h. The reaction mixture was filtered over celite (2×) and washed with dichloromethane. The filtrate was concentrated to give the desired product (10.9 g, 82% for 2 steps) as a white solid. LCMS for C12H14BrNO3Na (M+Na)+: m/z=321.9, 323.9.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08871753B2 |
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| Source dataset | uspto-grants-2014_10 |
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| ORD ID | ord-78e75f9ac2384f84a14f7561292954c2 |
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| Source note | uspto-grants-2014_10 |
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