Maleic Anhydride → 4,5-Dichlorotetrahydrophthalic anhydride
Reaction equation
[Cl:1][C:2]([C:4]([Cl:6])=[CH2:5])=[CH2:3].[C:7]1(=[O:13])[O:12][C:10](=[O:11])[CH:9]=[CH:8]1>C1(C)C=CC=CC=1>[Cl:1][CH:2]1[C:4]([Cl:6])=[CH:5][CH:9]2[C:10]([O:12][C:7](=[O:13])[CH:8]2[CH2:3]1)=[O:11]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
A 500 mL reaction flask was charged with 34.5 g of 2,3-dichlorobutadiene and 27.5 g of maleic anhydride. 200 mL of toluene was added, along with a small amount of BHT (0.5 g). The solution was heated to reflux until the reaction was complete. The toluene was removed and the product recrystallized from ethyl acetate/hexanes to give 38.25 g (61.8%) of 4,5-dichlorotetrahydrophthalic anhydride.
Workup
- customA 500 mL reaction flask
- temperatureThe solution was heated
- temperatureto reflux until the reaction
- customThe toluene was removed
- customthe product recrystallized from ethyl acetate/hexanes
Sources & evidence
- ORD record
- ord-97799dd1ebef4fde987c5935e4a800db
- Source dataset
- uspto-grants-1991_10
- Patent number
- US05059697
Reaction notes
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