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

HRID 1284972Notes

Reaction equation

HRID 1284972 reaction equation
[CH3:1][C:2]1[CH:3]=[C:4]2[C:9](=[O:10])[O:8][C:6](=[O:7])[C:5]2=[CH:11][CH:12]=1.C=CC(=C)C.C1(=O)OC(=O)C=C1>>[CH3:1][C:2]1[CH2:3][CH:4]2[C:9](=[O:10])[O:8][C:6](=[O:7])[CH:5]2[CH2:11][CH:12]=1

Participants

4

Reactant 3

HCID 6557IsopreneHCID 7923Maleic AnhydrideHCID 880694-Methylphthalic anhydride

Product 1

HCID 984963a,4,7,7a-Tetrahydro-5-methyl-1,3-isobenzofurandione

Procedure

In a preferred mode of the process of this invention, 4-methylphthalic anhydride (4-MPA) is prepared. This preparation comprises reacting isoprene and maleic anhydride to form 4-methyl-1,2,3,6-tetrahydrophthalic anhydride (4-MTPA), then reacting this product with sulfuryl chloride in the presence of pyridine to form 4-MPA.

Sources & evidence

ORD record
ord-fc053f0d3afb4278a6f64917a633606a
Source dataset
uspto-grants-1986_01
Patent number
US04564687

Reaction notes

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