Maleic Anhydride → HCID 18436361, compound

HRID 351446Notes

Reaction equation

HRID 351446 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]([C:11]([C:13]2[CH:18]=[CH:17][C:16]([O:19][CH3:20])=[CH:15][CH:14]=2)=[CH2:12])=[CH2:10])=[CH:5][CH:4]=1.[C:21]1(=[O:27])[O:26][C:24](=[O:25])[CH:23]=[CH:22]1>C1(C)C=CC=CC=1.C(OCC)(=O)C>[CH3:20][O:19][C:16]1[CH:15]=[CH:14][C:13]([C:11]2[CH2:12][CH:23]3[CH:22]([CH2:10][C:9]=2[C:6]2[CH:5]=[CH:4][C:3]([O:2][CH3:1])=[CH:8][CH:7]=2)[C:21](=[O:27])[O:26][C:24]3=[O:25])=[CH:18][CH:17]=1

Participants

5

Reactant 2

HCID 7923Maleic AnhydrideHCID 123754451,1'-(Buta-1,3-diene-2,3-diyl)bis(4-methoxybenzene)

Product 1

HCID 18436361HCID 18436361, compound

Reagents, catalysts & solvents 2

HCID 1140TolueneSolventHCID 8857Ethyl AcetateSolvent

Procedure

To the solution of 2,3-di(4-methoxyphenyl)-1,3-butadiene (2.1 g) in toluene (30 mL) was added maleic anhydride (3.8 g, 5.0 eq.) and the reaction mixture refluxed for 6 h. The reaction mixture was then diluted with ethyl acetate (500 mL) and was washed with water (3×200 mL). The organic layer was dried and concentrated to yield 5,6-bis-(4-methoxy-phenyl)-3a,4,7,7a-tetrahydro-isobenzofuran-1,3-dione.

Workup

  1. temperaturethe reaction mixture refluxed for 6 h
  2. washwas washed with water (3×200 mL)
  3. customThe organic layer was dried
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-a2b4e59dcc5d4b3a835dcca099ef2094
Source dataset
uspto-grants-2007_02
Patent number
US07183445B2

Reaction notes

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