Maleic Anhydride → HCID 86587025, compound

HRID 1370693Notes

Reaction equation

HRID 1370693 reaction equation
[C:1]1(=[O:7])[O:6][C:4](=[O:5])[CH:3]=[CH:2]1.[CH:8]1[CH2:13][CH2:12][CH:11]=[CH:10][CH:9]=1>C1(C)C=CC=CC=1>[C:8]12[CH2:13][CH2:12][CH:11]([CH2:10][CH2:9]1)[CH:2]1[C:1]([O:6][C:4](=[O:5])[C:3]=21)=[O:7]

Participants

4

Reactant 2

HCID 7923Maleic AnhydrideHCID 116051,3-Cyclohexadiene

Product 1

HCID 86587025HCID 86587025, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Conditions

Temperature
25 °C

Procedure

To a solution of maleic anhydride (10.30 g) in toluene (100 ml) was added 1,3-cyclohexadiene (8.41 g). The mixture was refluxed for 3 hours. After cooling to 25° C., the solvent was evaporated at reduced pressure. The solid was recrystallized from EtOAC/hexane to yield bicyclo[2.2.2]oct-en-2,3-dicarboxylic anhydride as colorless crystals.

Workup

  1. temperatureThe mixture was refluxed for 3 hours
  2. customthe solvent was evaporated at reduced pressure
  3. customThe solid was recrystallized from EtOAC/hexane

Sources & evidence

ORD record
ord-d734b38838e84b99bc03bb845db5f2a7
Source dataset
uspto-grants-2003_06
Patent number
US06583206B2

Reaction notes

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