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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 848968Generated: October 30, 2026

Water → HCID 22593940, compound

https://huagongshe.com/reaction/848968

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPotassium CarbonateHCID 11430—
Reactant3,4-Dihydro-2H-1,4-benzoxazineHCID 585096—
ReactantHCID 22118749HCID 22118749—
CatalystTrioctylmethylammonium chlorideHCID 21218—
SolventDimethylformamideHCID 6228—
ProductHCID 22593940HCID 2259394091%

Reaction Conditions

Temperature65 °C

Reaction Steps

A mixture of 2,3-dihydro-1,4-benzoxazine (1.07 g, 7.94 mmol), 2-bromomethyl-5-formyl benzofuran (1.9 g, 7.94 mmol), potassium carbonate (5.5 g, 39.74 mmol) and Aliquat 336 (2 drops) in dimethyl formamide (25 ml) was stirred at 65° C. for 8 h. Water (50 ml) was added to reaction mixture and extracted with ethyl acetate (2×50 ml). The extracts were washed with water (50 ml), brine (50 ml) and dried (Na2SO4). The solvent was evaporated to dryness and the residue was chromatographed over silica gel using a mixture of ethyl acetate pet. ether (3:7) as an eluent to afford the title compound (2.1 g, 91%) as an oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06011031
Source datasetuspto-grants-2000_01
ORD IDord-a7822dc683e840339926b0bbf57c7fd6
Source noteuspto-grants-2000_01