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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 8475Generated: October 26, 2026

Diethyl (ethoxymethylene)malonate → (S)-Diethyl (7,8-Difluoro-3-Methyl-3,4-Dihydro-2H-[1,4]Benzoxazin-4-Yl)Methylene-Malonate

https://huagongshe.com/reaction/8475

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl (ethoxymethylene)malonateHCID 6871—
Reactant(2S)-2-(2,3,4-Trifluoroanilino)propanolHCID 11401466—
ReactantPotassium tert-butoxideHCID 23665647—
SolventDimethylformamideHCID 6228—
Product(S)-Diethyl (7,8-Difluoro-3-Methyl-3,4-Dihydro-2H-[1,4]Benzoxazin-4-Yl)Methylene-MalonateHCID 1108955765.2%

Reaction Steps

To DMF (2 ml) was added potassium tertiary-butoxide (226 mg) under ice-cooling. After dropping a solution of the compound (100 mg) obtained in Example 51 and diethyl ethoxymethylenemalonate (293 mg) in DMF (0.5 ml), the resultant mixture was stirred at room temperature for 18 hours. After treating in a conventional manner, the obtained residue was subjected to silica gel column chromatography to thereby give 113 mg (65%) of the title compound. The physical constants of the obtained compounds was identical with those described in Japanese Patent No. 2,769,174.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07087778B2
Source datasetuspto-grants-2006_08
ORD IDord-03f445e855fe427bb8ab9a84c995bd04
Source noteuspto-grants-2006_08