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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 396Generated: October 27, 2026

Morpholine → Dimethyl 5-morpholinoisophthalate

https://huagongshe.com/reaction/396

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMorpholineHCID 8083—
Reactant1,3-Benzenedicarboxylic acid, 5-bromo-, 1,3-dimethyl esterHCID 103954—
ReagentCesium carbonateHCID 10796—
CatalystBinap, (A+-)-HCID 634876—
CatalystPalladium (II) acetateHCID 4144353—
SolventTolueneHCID 1140—
ProductDimethyl 5-morpholinoisophthalateHCID 5749600378.22%

Reaction Conditions

Temperature100 °C

Reaction Steps

To a solution of dimethyl 5-bromoisophthalate (10 g, 36.62 mmol) in toluene (100 mL) where BINAP (2.5 g, 4.01 mmol), morpholine (4.4 g, 50.50 mmol), CESIUM CARBONATE (18 g, 55.25 mmol) and PALLADIUM(II) ACETATE (0.9 g, 4.01 mmol) added. The solution was heated to reflux under inert atm for 14h. The silvent was filtered and the filtrate was concentrated. The residue was purified by column chropmatography (Hep:EA) 1:1 to give dimethyl 5-morpholinoisophthalate (8.00 g, 78 %)

Provenance & Evidence

Source dataset750 AstraZeneca ELN dataset
ORD IDord-ff0eb93bbb4b45cdb3807c4588dd206f
Source note750 AstraZeneca ELN dataset