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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 497032Generated: October 26, 2026

Dimethylformamide → 1-[3,5-Dimethoxy-4-(2-morpholin-4-yl-ethoxy)-phenyl)ethanone

https://huagongshe.com/reaction/497032

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantPotassium CarbonateHCID 11430—
ReactantAcetosyringoneHCID 17198—
ReactantMorpholine, 4-(2-chloroethyl)-, hydrochloride (1:1)HCID 77210—
SolventWaterHCID 962—
Product1-[3,5-Dimethoxy-4-(2-morpholin-4-yl-ethoxy)-phenyl)ethanoneHCID 2231811769.8%

Reaction Conditions

Temperature80 °C

Reaction Steps

In a vial, 500 mg (2.5 mmol) of 3′,5′-dimethoxy-4′-hydroxyacetophenone was combined with 4-(2-chloroethyl)morpholine hydrochloride (600 mg, 3.2 mmol), and powdered potassium carbonate (1.5 g, excess). Dimethylformamide (2 mL) was added, the vial was sealed, and the rxn was heated to 80° C. overnight. The reaction was diluted with water and extracted with diethyl ether. The organic extract was washed with brine, dried (Na2SO4), and evaporated in vacuo to afford 540 mg (67%) of 14 as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06949544B2
Source datasetuspto-grants-2005_09
ORD IDord-25d2e860e6bc4b9cb622bc039d6f7343
Source noteuspto-grants-2005_09