HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 488665Generated: October 29, 2026
Sodium Carbonate → HCID 22271979, compound
https://huagongshe.com/reaction/488665
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | Phenylboronic Acid | HCID 66827 | — |
| Reactant | HCID 22271958 | HCID 22271958 | — |
| Catalyst | Tetrakis(triphenylphosphine)palladium | HCID 11979704 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Toluene | HCID 1140 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 22271979 | HCID 22271979 | 41.3% |
Reaction Steps
To a mixture of methyl 3-bromo-6-{4-[(tert-butoxycarbonyl)amino]butoxy}-2-hydroxybenzoate (56 mg, 0.134 mmol), tetrakis(triphenylphosphine) palladium (7 mg), 2M Na2CO3 (134 μL, 0.268 mmol) in toluene (1 mL) and ethanol (0.5 mL) was added phenylboronic acid (18 mg, 0.147 mmol). The reaction mixture was heated to 80° C. in a sealed tube overnight, taken up in ethyl acetate, washed with aqueous NaHCO3, dried (MgSO4), filtered and concentrated under reduced pressure. The residue was purified on silica gel with hexane/ethyl acetate to provide the titled compound (23 mg). MS (ESI(+)) m/e 416 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06972340B2 |
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| Source dataset | uspto-grants-2005_12 |
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| ORD ID | ord-85c85e9b432b4c359e93f4ba523f40b7 |
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| Source note | uspto-grants-2005_12 |
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