Oleoyl chloride → N-methyl-N-(2-oleoyloxyethyl)-p-toluamide

HRID 328444

Reaction equation

[CH3:1][N:2]([CH2:12][CH2:13][OH:14])[C:3]([C:5]1[CH:10]=[CH:9][C:8]([CH3:11])=[CH:7][CH:6]=1)=[O:4].[C:15](Cl)(=[O:33])[CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22]/[CH:23]=[CH:24]\[CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH3:32]>>[CH3:1][N:2]([CH2:12][CH2:13][O:14][C:15](=[O:33])[CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22]/[CH:23]=[CH:24]\[CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH3:32])[C:3]([C:5]1[CH:10]=[CH:9][C:8]([CH3:11])=[CH:7][CH:6]=1)=[O:4]

Participants

Reactant 2

HCID 5364783Oleoyl chloride

HCID 21441887N-(2-hydroxyethyl)-N,4-dimethylbenzamide

Product 1

HCID 68123309N-methyl-N-(2-oleoyloxyethyl)-p-toluamide

Procedure

N-methyl-N-(2-oleoyloxyethyl)-p-toluamide was prepared by the procedure of example 1 from 19 gms. (0.1 mole) of N-methyl-N-(2-hydroxyethyl)-p-toluamide and 30 gms. (0.1 mole) of oleoyl chloride. The structure of the final product was characterized on the basis of IR and NMR spectral analyses as described in example 1.

Workup

customN-methyl-N-(2-oleoyloxyethyl)-p-toluamide was prepared by the procedure of example 1 from 19 gms

Sources & evidence

ORD record: ord-af13e5383dc24d6e8fc9b3614a7f2665
Source dataset: uspto-grants-1977_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04017522

Linked notes

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