Maleic Anhydride → 5,6-Dimethyl-3a,4,7,7a-tetrahydro-2-benzofuran-1,3-dione

HRID 2111612Notes

Reaction equation

HRID 2111612 reaction equation
[C:1]1(=[O:7])[O:6][C:4](=[O:5])[CH:3]=[CH:2]1.[CH3:8][C:9]([C:11]([CH3:13])=[CH2:12])=[CH2:10]>C1C=CC=CC=1>[CH3:8][C:9]1[CH2:10][CH:3]2[C:4](=[O:5])[O:6][C:1](=[O:7])[CH:2]2[CH2:12][C:11]=1[CH3:13]

Participants

4

Reactant 2

HCID 7923Maleic AnhydrideHCID 105662,3-Dimethyl-1,3-butadiene

Product 1

HCID 2262975,6-Dimethyl-3a,4,7,7a-tetrahydro-2-benzofuran-1,3-dioneYield 95.9%

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Conditions

Temperature
25 °C

Procedure

To a solution of maleic anhydride (5.4 g, 55 mmol) in benzene (50 ml) was added dropwise 2,3-dimethyl-1,3-butadiene (6.3 ml, 55 mmol), and stirred overnight at 25° C. After separating the insoluble materials by filtration, the filtrate was concentrated under reduced pressure to give 9.5 g of 5,6-dimethyl-3a,4,7,7a-tetrahydro-2-benzofuran-1,3-dione.

Workup

  1. customAfter separating the insoluble materials
  2. filtrationby filtration
  3. concentrationthe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-b2b7d781a73a4c59a57b29039b8177ca
Source dataset
uspto-grants-2009_04
Patent number
US07521451B2

Reaction notes

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