Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 607Generated: October 24, 2026

Morpholine → Ethyl 3-morpholinobenzoate

https://huagongshe.com/en/reaction/607

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMorpholineHCID 8083—
ReactantEthyl 3-bromobenzoateHCID 90488—
ReagentCesium carbonateHCID 10796—
CatalystBinap, (A+-)-HCID 634876—
CatalystPalladium (II) acetateHCID 4144353—
SolventTolueneHCID 1140—
ProductEthyl 3-morpholinobenzoateHCID 714839979.84%

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of ethyl 3-bromobenzoate (0.070 mL, 0.44 mmol), cesium carbonate (427 mg, 1.31 mmol), diacetoxypalladium (4.90 mg, 0.02 mmol), 2,2'-bis(diphenylphosphino)-1,1'-binaphthyl (5.44 mg, 8.73 µmol) and morpholine (0.042 mL, 0.48 mmol) in toluene (2 mL) was refluxed for 1h. The reaction mixture was cooled and filtered through celite. The celite was washed with EtOAc. The solvent was removed under reduced pressure. The residue was purified by automated flash chromatography on a SNAP 25 g column. A gradient from 0% to 50% of EtOAc in Heptane over 10CV was used as mobile phase. The product was collected using the wavelength 254 nm.

Provenance & Evidence

Source dataset750 AstraZeneca ELN dataset
ORD IDord-0fa3456b7ef04add84c9ed9afa8e014e
Source note750 AstraZeneca ELN dataset