ChemicalBook CAS DataBase List 2-[2-(2-methoxyethoxy)ethoxy]ethylamine

2-[2-(2-methoxyethoxy)ethoxy]ethylamine synthesis

6synthesis methods

Product Name:2-[2-(2-methoxyethoxy)ethoxy]ethylamine
CAS Number:74654-07-2
Molecular formula:C7H17NO3
Molecular Weight:163.21

2-[2-(2-methoxyethoxy)ethoxy]ethylamine is an organic intermediate, which can be prepared from triethylene glycol monomethyl ether as raw material to prepare 2-(2-(2-methoxyethoxy)ethoxy)ethyl 4-methylbenzenesulfonate, and then Reaction with sodium azide,and then Reacts with sodium azide to finally yield 3,6,9-trioxa-1-aminodecane.

1-azido-2-[2-(2-methoxyethoxy)ethoxy]ethane

74654-06-1
62 suppliers
$45.00/250mg

74654-07-2
166 suppliers
$16.00/100mg

Yield:74654-07-2 100%

Reaction Conditions:

with lithium aluminium tetrahydride in diethyl ether at 20; for 1 h;Inert atmosphere;

Steps:

[0041] With continued reference to Fig. 1 , a reduction of the azide (1c) was done with lithium aluminum hydride in ethyl ether (Et₂O) or Pd-catalyzed hydrogenation to afford the desired PEG-amine, 1. The mPEG-azide (23.1 g, 132 mmol) was dissolved in dry ether (250 ml_) and added dropwise over several minutes to a suspension of LiAIH₄ (2.19 equiv., 10.96 g, 287.2 mmol) in dry ether (150 ml_) at room temperature. The reaction was allowed to stir for 1 hour under N₂(g) before placing the reaction in an ice-water bath. A little MeOH was slowly added first and then ice-cold H₂O was added very slowly while the reaction was under N₂(g) until all LiAIH reacted as judged by the end of evolution of hydrogen gas. The inorganic byproducts were filtered off. Solid sodium chloride was added to reduce the solubility of mPEG-amine in water and the aqueous layer was then extracted with CH₂CI₂. The organic layer was then dried over MgSO₄ and concentrated in vacuo to yield 1 quantitatively as a light yellow oil. ¹ H NMR (CDCI3, 500 MHz): δ 3.70-3.65 (m, 6H), 3.58 (t, 2H), 3.53 (t, 2H), 3.41 (s, 3H), 2.89 (t, 2H).

References:

WO2015/191433,2015,A1 Location in patent:Paragraph 0041

62921-74-8 Synthesis