Phthalic Anhydride → 4-Methyl-3a,4,5,7a-tetrahydro-2-benzofuran-1,3-dione

HRID 466793

Reaction equation

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

Participants

Reactant 2

HCID 6811Phthalic Anhydride

HCID 15301Penta-1,3-diene

Product 1

HCID 127266034-Methyl-3a,4,5,7a-tetrahydro-2-benzofuran-1,3-dione

Procedure

The Diels-Alder adduct from phthalic anhydride and piperylene is hydrolyzed and partially oxidized as in Example 1 and further oxidized as in Examples 1 and 2. Similar results are obtained.

Workup

customSimilar results
customare obtained

Sources & evidence

ORD record: ord-4bbe871d3497487288290f791b1a63fb
Source dataset: uspto-grants-1992_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05157152

Linked notes

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