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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 231444Generated: October 26, 2026

3a,4,5,7a-Tetrahydro-2-benzofuran-1,3-dione → N-[4-chloro-2-fluoro-5[(4,4-dimethyl-3-oxoisoxazolidin-2-yl)methyl]phenyl]-3,4,5,6-tetrahydrophthalimide

https://huagongshe.com/reaction/231444

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3a,4,5,7a-Tetrahydro-2-benzofuran-1,3-dioneHCID 12726601—
Reactant(2-Chloro-4-fluoro-5-aminophenyl)methyl-4,4-dimethyl-3-isoxazolidinoneHCID 20032369—
SolventAcetic AcidHCID 176—
ProductN-[4-chloro-2-fluoro-5[(4,4-dimethyl-3-oxoisoxazolidin-2-yl)methyl]phenyl]-3,4,5,6-tetrahydrophthalimideHCID 14501843—

Reaction Steps

By the method of Example 2, Step H, 3.0 g (0.011 mole) of 2-[(2-chloro-4-fluoro-5-aminophenyl)methyl-4,4-dimethyl-3-isoxazolidinone and 1.84 g (0.012 mole) of tetrahydrophthalic anhydride were reacted in 10 ml of acetic acid, yielding 3.0 g of N-[4-chloro-2-fluoro-5[(4,4-dimethyl-3-oxoisoxazolidin-2-yl)methyl]phenyl]-3,4,5,6-tetrahydrophthalimide as a yellow solid, m.p. 136°-138° C. The nmr and ir spectra were consistent with the proposed structure.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04846882
Source datasetuspto-grants-1989_07
ORD IDord-f803cbcb7d304893a5bf7982cb32472a
Source noteuspto-grants-1989_07