Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Boron tribromide | HCID 25134 | — |
| Reactant | HCID 66901561 | HCID 66901561 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 66901582 | HCID 66901582 | 96% |
Reaction Steps
A suspension of 4.05 g (13.1 mmol) of 3-methoxy-5-methyl-3′-trifluoromethyl-biphenyl-4-carboxylic acid (intermediate 10 C) in 130 ml of CH2Cl2 was cooled down to 2° C. and then 26.1 ml (26.1 mmol) of a solution of boron tribromide (1 molar in CH2Cl2) was added below 5° C. The color of the reaction mixture changed from light to dark yellow. After stirring at RT for 2 hours, the reaction mixture was poured into crashed ice and extracted twice with CH2Cl2; the organic phases were washed with water, dried over magnesium sulfate, filtered and evaporated. The residue was purified by re-crystallization from EtOAc/heptane to give 3.70 g (96%) of the title compound as off-white solid. MS: 295.1 (M−H−).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08153805B2 |
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| Source dataset | uspto-grants-2012_04 |
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| ORD ID | ord-b23179cc52c048e48ff4b40d981de7a9 |
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| Source note | uspto-grants-2012_04 |
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