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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 393547Generated: October 29, 2026

Water → HCID 22593917, compound

https://huagongshe.com/reaction/393547

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPotassium CarbonateHCID 11430—
Reactant2H-1,4-benzoxazin-3(4H)-oneHCID 72757—
Reactant4-(2-Bromoethoxy)BenzaldehydeHCID 262706—
SolventDimethylformamideHCID 6228—
ProductHCID 22593917HCID 2259391791.2%

Reaction Conditions

Temperature80 °C

Reaction Steps

A mixture of 2H-1,4-benzoxazin-3-(4H)-one (1.6 g, 10.7 mmol), 4-(2-bromoethoxy)benzaldehyde (2.95 g, 12.8 mmol) and potassium carbonate (5.93 g, 42.97 mmol) in dry dimethyl formamide (30 mL) was stirred at 80° C. for 10 h. Water (100 mL) was added and extracted with ethyl acetate (2×75 mL). The combined organic layers were washed with water (50 mL), brine (50 mL), dried (Na2SO4), filtered and the solvent was evaporated. The residue was chromatographed over silica gel using a mixture of ethyl acetate and pet. ether (2: 8) to afford the title compound (2.9 g, 91%) as a colorless solid. mp : 75-78° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06809095B2
Source datasetuspto-grants-2004_10
ORD IDord-482bba2413fe4dbe90c2ef39e6519e3a
Source noteuspto-grants-2004_10