HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1662513Generated: October 28, 2026
Potassium Carbonate → HCID 57706053, compound
https://huagongshe.com/reaction/1662513
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Cyclohepten-1-ylboronic acid | HCID 3434501 | — |
| Reactant | Methyl 4-hydroxy-3-iodobenzoate | HCID 11346465 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Sodium chloride; water | HCID 57417360 | — |
| Product | HCID 57706053 | HCID 57706053 | 44% |
Reaction Steps
To a stirred solution of methyl 4-hydroxy-3-iodobenzoate (1.4 g, 5.0 mmol) (commercially available from Aldrich) in DMF (15 mL) at 23° C. was added (Z)-cycloheptenylboronic acid (0.74 g, 5.3 mmol, commercially available from Combi-Blocks), potassium carbonate (2.1 g, 15 mmol), followed by tetrakis(triphenylphosphine)palladium (0.58 g, 0.50 mmol). The mixture was heated to 100° C. The reaction was then stirred for 17 hours and then cooled to room temperature. The reaction was diluted with brine and extracted three times with EtOAc. After drying over anhydrous magnesium sulfate and filtering, the organic solvent was removed under reduced pressure and the product was then purified on silica gel (0-20% EtOAc in hexanes) to yield 78.7A as a colorless oil (0.55 g, 44% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08030354B2 |
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| Source dataset | uspto-grants-2011_10 |
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| ORD ID | ord-14f33c93291a4ab7b27de14797fef1c3 |
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| Source note | uspto-grants-2011_10 |
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