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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 234911Generated: October 31, 2026

Water → HCID 10850137, compound

https://huagongshe.com/reaction/234911

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantIsopropyl iodideHCID 6362—
ReactantSodium hydrideHCID 24758—
ReactantHCID 10704897HCID 10704897—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
ProductHCID 10850137HCID 1085013737%

Reaction Conditions

Temperature60 °C

Reaction Steps

To a solution of (R)-2-ethyl-7-methoxycarbonyl-3-oxo-3,4-dihydro-2H-1,4-benzoxazine (3.90 g) in dimethylformamide (100 ml) were added 60% sodium hydride (in oil) (0.71 g) and 2-iodopropane (3.0 g) and the mixture was stirred at 60° C. for 3 hours. Water was added to the reaction solution and extraction with ethyl acetate was conducted. The solvent was distilled off under reduced pressure and the resulting residue was subjected to purification by column chromatography using ethyl acetate/hexane [1:4 (v/v)] to give (R)-2-ethyl-7-methoxycarbonyl-4-(2-propyl)-3-oxo-3,4-dihydro-2H-1,4-benzoxazine (1.70 g) as an oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05597820
Source datasetuspto-grants-1997_01
ORD IDord-38081aa7a7fc4cf1a11e312c095049bf
Source noteuspto-grants-1997_01