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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 519249Generated: October 29, 2026

Isoprene → 3a,4,7,7a-Tetrahydro-5-methyl-1,3-isobenzofurandione

https://huagongshe.com/reaction/519249

Reaction equation

Participants

RoleNameHCIDCharge
ReactantIsopreneHCID 6557—
ReactantMaleic AnhydrideHCID 7923—
SolventTetrahydrofuranHCID 8028—
Product3a,4,7,7a-Tetrahydro-5-methyl-1,3-isobenzofurandioneHCID 98496—

Reaction Steps

A 5-L round bottom reaction flask fitted with a condenser was charged with maleic anhydride (C2H2(CO)2O) (500 g) and tetrahydrofuran (THF) (3 L) and isoprene (CH2═C(CH3)CH═CH2) (400 g) was then added at room temperature. The reaction was mildly exothermic. The reaction mixture was stirred at room temperature for about 2 hours till the Gas Chromatography (“GC”) analysis showed the consumption of maleic anhydride. The resulting mixture containing crude 5-methyl-3a,4,7,7a-tetrahydro-isobenzofuran-1,3-dione was used directly in the next step.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09115330B2
Source datasetuspto-grants-2015_08
ORD IDord-999d677e6fa64a9eb1ee44d5664f42be
Source noteuspto-grants-2015_08