Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Boron tribromide | HCID 25134 | — |
| Reactant | B-(4-Chloro-2-methoxy-5-methylphenyl)boronic acid | HCID 86710792 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 86710791 | HCID 86710791 | 97% |
Reaction Steps
A mixture of (4-chloro-2-methoxy-5-methylphenyl)boronic acid (100 mg, 0.499 mmol) in DCM (2 mL) was cooled to 0° C. and BBr3 (0.142 mL, 1.497 mmol) was added. The mixture was then stirred at rt for 2 h. It was then poured into ice and extracted with EtOAc. The organic layer was dried over MgSO4, filtered and concentrated to obtain 150 mg (97% yield, 60% pure) of the desired product as a brown solid. 1H NMR (400 MHz, CDCl3) δ 7.59 (br. s., 1H), 7.11 (br. s., 1H), 4.30-4.11 (m, 1H), 4.01 (br. s., 1H), 2.37 (s, 3H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08906929B2 |
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| Source dataset | uspto-grants-2014_12 |
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| ORD ID | ord-0463b5e58ce64803a4a94ba339edef3e |
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| Source note | uspto-grants-2014_12 |
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