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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 338874Generated: October 30, 2026

Ethyl Acetate → HCID 70984030, compound

https://huagongshe.com/reaction/338874

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantTricyclohexylphosphineHCID 75806—
ReactantCyclopropylboronic acidHCID 2760897—
ReactantHCID 70983053HCID 70983053—
Catalystpalladium(II) acetateHCID 167845—
SolventWaterHCID 962—
SolventTolueneHCID 1140—
ProductHCID 70984030HCID 70984030895.1%

Reaction Steps

A solution of 7-bromo-8-methoxy-2-methylquinoline (1.00 g, 3.97 mmol), Pd(OAc)2 (0.045 g, 0.198 mmol), P(Cy)3 (0.122 g, 0.44 mmol) and cyclopropylboronic acid (0.68 g, 7.93 mmol) in toluene (4 mL) and water (0.4 mL) was stirred at 100° C. for 6 hours. After cooling to ambient temperature, ethyl acetate (20 mL) and water (5 mL) were added. The organic layer was separated, washed with brine, dried (sodium sulfate), filtered and concentrated under reduced pressure to give 7-cyclopropyl-8-methoxy-2-methylquinoline (0.84 g, 99%) as an oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08889704B2
Source datasetuspto-grants-2014_11
ORD IDord-47dba31eaab84b3e91ac4b1daac37dbe
Source noteuspto-grants-2014_11