ChemicalBook CAS DataBase List STEAROYL ETHANOLAMIDE

STEAROYL ETHANOLAMIDE synthesis

11synthesis methods

Product Name:STEAROYL ETHANOLAMIDE
CAS Number:111-57-9
Molecular formula:C20H41NO2
Molecular Weight:327.55

In the stirred state, fatty acids (1.0 mmol, 1.0 equiv) were added to CH₂Cl₂ (5 mL), followed by CDI (0.178 g, 1.1 mmol, 1.1 equiv). After 30 min, the amine (1.1 mmol, 1.1equiv.)was added. Added CH₂Cl₂ (25ml) and saturated NH4Cl aqueous solution after 12 h. HCl was added to the mixture to adjusted pH=2. After the organic phase was separated, the aqueous layer was further extracted with CH₂Cl₂ (3 × 10 mL). The organic phase was collected and placed on Na₂SO₄ to dried, and filtered. Finally, the product (STEAROYL ETHANOLAMIDE) was obtained by vacuum concentration.

141-43-5 Synthesis

141-43-5
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124-26-5 Synthesis

124-26-5
314 suppliers
$14.00/100g

111-57-9
112 suppliers
$49.00/5mg

Yield:111-57-9 74%

Reaction Conditions:

Stage #1:stearamide with triethylamine;methyl chloroformate in dichloromethane at 0 - 20; for 2 h;
Stage #2:ethanolamine in dichloromethane at 0 - 20; for 20 h;

Steps:

N-(2-Hydroxyethyl)stearamide (34)
General procedure: To a mixture of 8-(dimethyl(octyl)silyl)octanoic acid (18a) (4.7 mg, 14.9 nmol) and triethylamine (4.15 μL, 29.8 nmol) in dichloromethane (0.5 mL) was added methyl chloromate (1.80 μL, 29.8 nmol) at 0 °C, and stirred at r.t. for 2 h. Then, ethanolamine was added with stirring at 0 °C, the mixture was stirred at r.t. for 20 h. The title compound was prepared according to the procedure described for 19, starting from compound 33. Yield: 74%. Colorless oil.

References:

Kajita, Daisuke;Nakamura, Masaharu;Matsumoto, Yotaro;Ishikawa, Minoru;Hashimoto, Yuichi;Fujii, Shinya [Bioorganic and Medicinal Chemistry Letters,2015,vol. 25,# 16,art. no. 22735,p. 3350 - 3354] Location in patent:supporting information

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141-43-5 Synthesis

141-43-5
882 suppliers
$9.00/10g

112-76-5 Synthesis