Ethanolamine → 1-(9Z)-9-Octadecen-1-yl-5-oxo-3-pyrrolidinecarboxylic acid

HRID 1801407Notes

Reaction equation

HRID 1801407 reaction equation
[CH2:1]([NH2:19])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8]/[CH:9]=[CH:10]\[CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18].[C:20]([OH:28])(=[O:27])[C:21]([CH2:23][C:24](O)=[O:25])=[CH2:22].C(CN)O>>[CH2:1]([N:19]1[C:24](=[O:25])[CH2:23][CH:21]([C:20]([OH:28])=[O:27])[CH2:22]1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8]/[CH:9]=[CH:10]\[CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18]

Participants

4

Reactant 3

HCID 700EthanolamineHCID 811Itaconic acidHCID 5356789Oleylamine

Product 1

HCID 208356311-(9Z)-9-Octadecen-1-yl-5-oxo-3-pyrrolidinecarboxylic acidYield 117%

Procedure

265 g of oleylamine, 130 g of itaconic acid and 61 g of monoethanolamine were used to obtain 440 g of N-oleyl-5-oxopyrrolidine-3-carboxylic acid monoethanolammonium salt with

Sources & evidence

ORD record
ord-701ac9aba8ef495d99b0c46ef520ef42
Source dataset
uspto-grants-2013_01
Patent number
US08349215B2

Reaction notes

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