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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 749100Generated: October 31, 2026

3,4,5,6-Tetrahydrophthalic anhydride → ((E)-3-oxo-4,5,6,7-tetrahydro-2-benzofuran-1(3H)-ylidene)acetic Acid Methyl Ester

https://huagongshe.com/reaction/749100

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3,4,5,6-Tetrahydrophthalic anhydrideHCID 12475—
ReactantAcetic acid, 2-(triphenylphosphoranylidene)-, methyl esterHCID 17453—
SolventChloroformHCID 6212—
Product((E)-3-oxo-4,5,6,7-tetrahydro-2-benzofuran-1(3H)-ylidene)acetic Acid Methyl EsterHCID 6696645046.4%

Reaction Steps

A solution of 3,4,5,6-tetrahydrophthalic acid anhydride (3.04 g) and (triphenylphosphoranylidene)acetic acid methyl ester (6.69 g) in chloroform (50.0 mL) was refluxed for 3 hours. After cooling the reaction mixture to room temperature, it was concentrated. The residue was purified by column chromatography on silica gel (ethyl acetate:hexane=1:9→3:7) to give the title compound (1.93 g) having the following physical data.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07402580B2
Source datasetuspto-grants-2008_07
ORD IDord-a5a242d57b4d4dc7b996d7f173fbccca
Source noteuspto-grants-2008_07