Dodecanoyl chloride → 2-[(2-Dodecanoyloxyacetyl)-(2-dodecanoyloxyethyl)amino]ethyl dodecanoate

HRID 67287

Reaction equation

[C:1](Cl)(=[O:13])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12].[OH:15][CH2:16][CH2:17][N:18]([CH2:23][CH2:24][OH:25])[C:19](=[O:22])[CH2:20][OH:21]>>[C:1]([O:15][CH2:16][CH2:17][N:18]([CH2:23][CH2:24][O:25][C:1](=[O:13])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12])[C:19](=[O:22])[CH2:20][O:21][C:1](=[O:13])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12])(=[O:13])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12]

Participants

Reactant 2

HCID 8166Dodecanoyl chloride

HCID 87097N,N-Bis(2-hydroxyethyl)glycolamide

Product 1

HCID 3267942-[(2-Dodecanoyloxyacetyl)-(2-dodecanoyloxyethyl)amino]ethyl dodecanoate

Procedure

This compound was prepared from 131 g (0.6 mole) of lauroyl chloride and 32.6 g (0.2 mole) of N,N-bis(hydroxyethyl)hydroxyacetamide by the procedure of Example 1. Its structure was established by infrared and nuclear magnetic resonance spectroscopy. It was a low-melting solid and had nD30 1.4597 and m.p. 29.6° C.

Sources & evidence

ORD record: ord-69f2021eb58143458c889eb260e34fda
Source dataset: uspto-grants-1982_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04346043

Linked notes

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