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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1711235Generated: October 31, 2026

Ethyl Acetate → HCID 58754886, compound

https://huagongshe.com/reaction/1711235

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantSodium CarbonateHCID 10340—
Reactant2-Bromo-4-isopropylanilineHCID 521337—
Reactant1-Cyclohexenylboronic acidHCID 3862902—
CatalystHCID 178418397HCID 178418397—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 58754886HCID 5875488695.2%

Reaction Conditions

Temperature80 °C

Reaction Steps

To a mixture of 2-bromo-4-isopropyl-phenylamine (214 mg, 1.00 mmol), cyclohexane-1-enyl boronic acid (139 mg, 1.10 mmol) and Pd(PPh3)4 (116 mg, 0.100 mmol) in 5 mL of 1,4-dioxane was added 2.0 M aqueous Na2CO3 solution (4.0 mL, 8.0 mmol). The resulting mixture was stirred at 80° C. for 8 h under Ar, and then cooled to RT. The reaction was treated with EtOAc (20 mL) and washed with H2O (2×10 mL) and brine (10 mL). The organic layer was dried over Na2SO4 and concentrated in vacuo. The residue was purified by flash chromatography on silica gel (DCM) to give 205 mg (95%) of the title compound as a light brown oil. Mass spectrum (ESI, m/z): Calcd. for C15H21N, 216.2 (M+H), found 216.1.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07790724B2
Source datasetuspto-grants-2010_09
ORD IDord-c0912b678511472fb35349753f87d7cc
Source noteuspto-grants-2010_09