Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Pivalic acid | HCID 6417 | — |
| Reactant | Trichloroacetonitrile | HCID 11011 | — |
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | Methyl 3-amino-5-bromo-4-hydroxybenzoate | HCID 66545110 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 66690849 | HCID 66690849 | 19.3% |
Reaction Steps
To a solution of methyl 3-amino-5-bromo-4-hydroxybenzoate (2.00 g, 4.06 mmol, 50% purity), 2,2-dimethylpropanoic acid (0.83 g, 8.13 mmol), and solid support triphenylphosphine (75% by weight; 4.26 g, 12.2 mmol) in acetonitrile (20 mL) was added trichloroacetonitrile (815 μL, 8.13 mmol). The mixture was heated in a microwave reactor for 10 min at 150° C. The mixture was cooled to ambient temperature, filtered and concentrated. Purification by silica gel chromatography (100% hexanes→70% hexanes/ethyl acetate) gave the title compound (245 mg). LC-MS [M]=312.1.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09238647B2 |
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| Source dataset | uspto-grants-2016_01 |
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| ORD ID | ord-cc081a99ccff4547a491279baeb58222 |
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| Source note | uspto-grants-2016_01 |
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