Maleic Anhydride → HCID 86751388, compound

HRID 1489302Notes

Reaction equation

HRID 1489302 reaction equation
[C:1]1(=[O:7])[O:6][C:4](=[O:5])[CH:3]=[CH:2]1.[CH3:8][CH:9]([CH2:12][OH:13])[CH2:10][OH:11]>>[C:1]([OH:6])(=[O:7])/[CH:2]=[CH:3]\[C:4]([OH:11])=[O:5].[C:1]([OH:6])(=[O:7])/[CH:2]=[CH:3]\[C:4]([OH:11])=[O:5].[CH3:8][CH:9]([CH2:12][OH:13])[CH2:10][OH:11]

Participants

3

Procedure

A three-liter resin kettle equipped with mechanical stirrer, nitrogen sparge tube, and addition funnel is charged with maleic anhydride (1713 g, 17.3 mol). The anhydride is heated to 60° C. to melt it. 2-Methyl-1,3-propanediol (787 g, 8.73 mol) is added at a rate effective to keep the exothermic reaction mixture at a temperature less than about 100° C. Following diol addition, the mixture is heated at 85° C. for another 2 h. The product (2475 g, 99% yield) is a clear, viscous liquid. Analysis by 1H and 13C NMR spectroscopy indicates that the product is the desired 2:1 adduct of maleic anhydride and 2-methyl-1,3-propanediol.

Sources & evidence

ORD record
ord-ee2dd465a57b467fa06790bbc11d0891
Source dataset
uspto-grants-1997_10
Patent number
US05677396

Reaction notes

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