Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1907780Generated: October 27, 2026

Ethyl Acetate → HCID 58875642, compound

https://huagongshe.com/reaction/1907780

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantSodium CarbonateHCID 10340—
Reactant4-Methoxycarbonylphenylboronic acidHCID 2734369—
Reactant11-Chlorodibenzo[b,f][1,4]oxazepineHCID 7061872—
CatalystHCID 178418397HCID 178418397—
Solvent1,2-DimethoxyethaneHCID 8071—
ProductHCID 58875642HCID 5887564299.3%

Reaction Conditions

Temperature90 °C

Reaction Steps

To a solution of 554 (229 mg, 1.00 mmol) in DME (3 mL) was added 4-methoxycarbonylphenylboronic acid (216 mg, 1.20 mmol), Pd(PPh3)4 (0.065 mg, 0.056 mmol) and 2 N Na2CO3(aq) (1.5 mL, 3.0 mmol). The reaction mixture was stirred for 2 h at 90° C. The solution was then cooled at room temperature and poured into AcOEt. The organic layer was washed with water, brine and dried (Na2SO4), filtered and concentrated to give a yellow oil. The residue was purified by silica gel column chromatography with EtOAc (15%) in hexanes to afford 555 (327 mg, 99%) as a yellow foam. LRMS (ESI): (calc) 329.1 (found) 330.3 (MH)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08598168B2
Source datasetuspto-grants-2013_12
ORD IDord-4d507503fa6f4181be0486a37399e6db
Source noteuspto-grants-2013_12