Chloroacetic Acid → 2-(2-Oxopyrrolidin-1-yl)acetic acid

HRID 1085232Notes

Reaction equation

[O:1]1CCN=[C:2]1[CH2:6][N:7]1[CH2:11][CH2:10][CH2:9][C:8]1=[O:12].N1CCCC1=[O:18].ClCC(O)=O>>[N:7]1([CH2:6][C:2]([OH:1])=[O:18])[CH2:11][CH2:10][CH2:9][C:8]1=[O:12]

Participants

Reactant 3

HCID 300Chloroacetic Acid

HCID 120252-Pyrrolidone

HCID 20061776HCID 20061776, compound

Product 1

HCID 31466872-(2-Oxopyrrolidin-1-yl)acetic acid

Procedure

1-[(2-oxazolin-2-yl)methyl]-2-pyrrolidone, for example, can be obtained by condensation of pyrrolidone and chloroacetic acid to form 2-pyrrolidone acetic acid, where m=1 in the above formula (II), or, alternatively, by condensing butyrolactone with glycine, and the starting carboxylic acid condensed with ethanolamine and cyclodehydrated to form 1-[(2-oxazolin-2-yl)methyl]-2-pyrrolidone.

Sources & evidence

ORD record: ord-dc0aeb471a91425e89d1d1fa50436bf4
Source dataset: uspto-grants-1991_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05008367

Reaction notes

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