Itaconic acid → HCID 86658305, compound

HRID 2402761Notes

Reaction equation

HRID 2402761 reaction equation
[C:1]([OH:9])(=[O:8])[C:2]([CH2:4][C:5]([OH:7])=[O:6])=[CH2:3].CN.C(C1C[N:18](C)[C:17](=O)C1)(O)=O>O>[C:1]([OH:9])(=[O:8])[C:2]([CH2:4][C:5]([OH:7])=[O:6])=[CH2:3].[CH3:17][NH2:18]

Participants

5

Reactant 3

HCID 811Itaconic acid2×HCID 6329MethylamineHCID 1227661-Methyl-5-oxopyrrolidine-3-carboxylic acid

Product 1

HCID 86658305HCID 86658305, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

Itaconic acid (18.5 g; 0.142 mol) and methylamine (41% in water, 10.7 g based on the aqueous solution, 0.142 mol, 1.0 equivalent) were mixed as in example 8. In addition, the addition of 20 ml of water was required in order to prevent formation of precipitate at 50° C. NMR analysis showed that the itaconic acid:4-carboxy-1-methylpyrrolidone ratio was 100:0.

Workup

  1. additionwere mixed as in example 8
  2. customat 50° C

Sources & evidence

ORD record
ord-d0e5462f54974f2081f053ca425e874c
Source dataset
uspto-grants-2014_08
Patent number
US08796472B2

Reaction notes

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