1-Methylpyrrolidine → Diammonium maleate methanol

HRID 2372927Notes

Reaction equation

HRID 2372927 reaction equation
[C:1]([O-:8])(=[O:7])/[CH:2]=[CH:3]\[C:4]([O-:6])=[O:5].[NH4+].[NH4+].[NH:11]1CCCC1.C[N:17]1CCCC1.C1(=O)N[C:25](=[O:27])CC1.CC1CC(=O)NC1=O>CN1CCCC1=O.CO>[C:1]([O-:8])(=[O:7])/[CH:2]=[CH:3]\[C:4]([O-:6])=[O:5].[NH4+:11].[NH4+:17].[CH3:25][OH:27]

Participants

8

Reactant 5

HCID 84541-MethylpyrrolidineHCID 11439SuccinimideHCID 31268PyrrolidineHCID 1385403-Methylpyrrolidine-2,5-dioneHCID 10997209Diammonium maleate

Product 1

HCID 86745603Diammonium maleate methanol

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 13387N-methyl-2-pyrrolidoneSolvent

Procedure

In a 300 ml mini-autoclave, 75 ml of a 45% strength aqueous diammonium maleate solution and 75 ml of methanol were hydrogenated for 42 hours at 230° C. using 10 g of the powdered and activated catalyst described in Example 1. The product contained 89.1 mol % of N-methylpyrrolidone, 5.0 mol % of pyrrolidine and methylpyrrolidine, and 2.7 mol % of succinimide and methylsuccinimide.

Sources & evidence

ORD record
ord-c4fc7aea767a4804a0a6d0c5ba3924d0
Source dataset
uspto-grants-1992_03
Patent number
US05101045

Reaction notes

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