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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2085119Generated: November 3, 2026

Water → 4-(8-methoxy-2H-chromen-3-ylcarbonyl)morpholine

https://huagongshe.com/reaction/2085119

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTriethylamineHCID 8471—
ReactantDiethyl cyanophosphonateHCID 76257—
Reactant8-Methoxy-2H-chromene-3-carboxylic acidHCID 2763890—
SolventDimethylformamideHCID 6228—
Product4-(8-methoxy-2H-chromen-3-ylcarbonyl)morpholineHCID 10754864—

Reaction Steps

To a solution (200 ml) of 8-methoxy-2H-chromene-3-carboxylic acid (10.0 g) in DMF were added triethylamine (8.6 ml) and diethyl cyanophosphate (10.0 ml) and the mixture was stirred at room temperature for 3 hr. The reaction mixture was poured into water and extracted with ethyl acetate. The organic layer was washed with water and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure and the residue was purified by silica gel column chromatography (chloroform/ethyl acetate) to give the title compound (3.5 g) as a brown oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06720320B2
Source datasetuspto-grants-2004_04
ORD IDord-1823cb7f944843719cac37a7d798050b
Source noteuspto-grants-2004_04