Diethanolamine → N,N-Bis(2-hydroxyethyl)hexadecanamide

HRID 1720230Notes

Reaction equation

HRID 1720230 reaction equation
[C:1](Cl)(=[O:17])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH3:16].[NH:19]([CH2:23][CH2:24][OH:25])[CH2:20][CH2:21][OH:22]>C(OCC)C.CO>[OH:22][CH2:21][CH2:20][N:19]([CH2:23][CH2:24][OH:25])[C:1](=[O:17])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH3:16]

Participants

5

Reactant 2

HCID 8113DiethanolamineHCID 8206Palmitoyl chloride

Product 1

HCID 82046N,N-Bis(2-hydroxyethyl)hexadecanamide

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 3283Diethyl EtherSolvent2×

Conditions

Temperature
0 °C

Procedure

A solution of 2.75 g palmitoyl chloride (10 mmol) in 20 ml anhydrous ethylether is added drop by drop in 30 minutes to a solution of 2.2 g diethanolamine (21 mmol) in 50 ml methanol and 100 ml anhydrous ethyl ether under continuous stirring at 0° C.

Sources & evidence

ORD record
ord-dcc50ce4739c4760abdfa63d8a76a4e1
Source dataset
uspto-grants-1996_04
Patent number
US05506224

Reaction notes

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