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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1662513Generated: October 28, 2026

Potassium Carbonate → HCID 57706053, compound

https://huagongshe.com/reaction/1662513

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantCyclohepten-1-ylboronic acidHCID 3434501—
ReactantMethyl 4-hydroxy-3-iodobenzoateHCID 11346465—
CatalystHCID 178418397HCID 178418397—
SolventDimethylformamideHCID 6228—
SolventSodium chloride; waterHCID 57417360—
ProductHCID 57706053HCID 5770605344%

Reaction Conditions

Temperature100 °C

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08030354B2
Source datasetuspto-grants-2011_10
ORD IDord-14f33c93291a4ab7b27de14797fef1c3
Source noteuspto-grants-2011_10