Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | N-bromobutanimide | HCID 67184 | — |
| Reactant | Benzeneacetic acid, 4-(1,1-dimethylethyl)- | HCID 118343 | — |
| Catalyst | Azobisisobutyronitrile | HCID 6547 | — |
| Solvent | Benzene | HCID 241 | — |
| Product | HCID 86669781 | HCID 86669781 | 99.3% |
Reaction Steps
To a stirring solution of (4-tert-butyl-phenyl)-acetic acid (1.5 g, 7.8 mmol) in benzene (30 mL) at room temperature was added NBS (1.39 g, 7.8 mmol) and AIBN (15 mg, 0.08 mmol). The mixture was heated at 70° C. for 16 hrs, added EtOAc and water. The organic layer was collected and dried over Na2SO4, filtered and concentrated under reduced pressure to afford crude bromo-(4-tert-butyl-phenyl)-acetic acid as a light yellow solid (2.1 g, 99%): 1H NMR (300 MHz, DMSO-d6): 7.46 (m, 4H), 5.74 (s, 1H), 1.29 (s, 9H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08710236B2 |
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| Source dataset | uspto-grants-2014_04 |
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| ORD ID | ord-6a2517db8b4e42d1907ac75893ebbf8c |
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| Source note | uspto-grants-2014_04 |
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