Methylamine → 1,5-Dimethylpyrrolidin-2-one

HRID 1796695Notes

Reaction equation

HRID 1796695 reaction equation
[CH3:1][C:2]1[O:7][C:5](=[O:6])[CH2:4][CH:3]=1.[CH3:8][NH2:9]>>[CH2:1]=[C:2]1[N:9]([CH3:8])[C:5](=[O:7])[CH2:4][CH2:3]1.[CH3:8][N:9]1[CH:2]([CH3:1])[CH2:3][CH2:4][C:5]1=[O:6]

Participants

4

Reactant 2

HCID 6329MethylamineHCID 11559alpha-Angelica lactone

Product 2

HCID 1011941,5-Dimethylpyrrolidin-2-oneHCID 134621485-methylene-N-methyl-2-pyrrolidone

Procedure

Wedler, et al. (Journal. f. prakt. Chemie (1990) 332:557–562) discuss a process for producing 5-hydroxy-1,5-dimethyl-2-pyrrolidone by reacting α-angelica lactone with methylamine. Dehydration of this product resulted in the formation of the unstable 5-methylene-N-methyl-2-pyrrolidone, rather than the desired 1,5-dimethyl-2-pyrrolidone.

Sources & evidence

ORD record
ord-1045b4d2557a44dbbd01acf61a1aed1c
Source dataset
uspto-grants-2006_04
Patent number
US07030249B2

Reaction notes

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