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

HRID 745203Notes

Reaction equation

HRID 745203 reaction equation
[CH3:1][C:2]([C:4]([CH3:6])=[CH2:5])=[CH2:3].[C:7]1(=[O:13])[O:12][C:10](=[O:11])[CH:9]=[CH:8]1>C1C=CC=CC=1>[CH3:3][C:2]1[CH2:1][CH:8]2[C:7](=[O:13])[O:12][C:10](=[O:11])[CH:9]2[CH2:5][C:4]=1[CH3:6]

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-dione

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

A mixture of 2,3-dimethyl-1,3-butadiene (10 g; 0.122 mol), maleic anhydride (11.9 g; 0.122 mol) and benzene (30 ml) was stirred at room temperature for 10 hours. Precipitates were removed by filtration, and the filtrate was evaporated under reduced pressure to give 4,5-dimethyl-4-cyclohexene-1,2-dicarboxylic anhydride. M.P., 73-74° C.

Workup

  1. customPrecipitates
  2. customwere removed by filtration
  3. customthe filtrate was evaporated under reduced pressure

Sources & evidence

ORD record
ord-baae4e57baab43e095f0b7af4fa6b8a7
Source dataset
uspto-grants-1986_07
Patent number
US04598078

Reaction notes

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