Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 231450Generated: October 26, 2026

3a,4,5,7a-Tetrahydro-2-benzofuran-1,3-dione → N-(4-bromo-2-fluoro-5-ethoxymethylphenyl)-3,4,5,6-tetrahydrophthalimide

https://huagongshe.com/reaction/231450

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3a,4,5,7a-Tetrahydro-2-benzofuran-1,3-dioneHCID 12726601—
ReactantEthyl 2-bromo-4-fluoro-5-aminobenzyl etherHCID 20032368—
SolventAcetic AcidHCID 176—
ProductN-(4-bromo-2-fluoro-5-ethoxymethylphenyl)-3,4,5,6-tetrahydrophthalimideHCID 1450184540.7%

Reaction Steps

By the method of Example 2, Step H, 1.61 g (0.00649 mole) of ethyl 2-bromo-4-fluoro-5-aminobenzyl ether and 1.08 g (0.0071 mole) of tetrahydrophthalic anhydride were reacted in 30 ml of glacial acetic acid, yielding 1.01 g of N-(4-bromo-2-fluoro-5-ethoxymethylphenyl)-3,4,5,6-tetrahydrophthalimide as a yellow solid, m.p. 104°-106° 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-b1c6f85c5cc34adcb093b2b0bfe1a76d
Source noteuspto-grants-1989_07