ChemicalBook CAS DataBase List 2-(2-Methoxyethoxy)ethanamine

2-(2-Methoxyethoxy)ethanamine synthesis

7synthesis methods

Product Name:2-(2-Methoxyethoxy)ethanamine
CAS Number:31576-51-9
Molecular formula:C5H13NO2
Molecular Weight:119.16

1H-Isoindole-1,3(2H)-dione, 2-[2-(2-methoxyethoxy)ethyl]-

179820-15-6

31576-51-9

2.2.1.3 Synthesis of 2-(2-methoxyethoxy)ethylamine (2d) A mixture of N-[2-(2-methoxyethoxy)ethyl]phthalimide (2c) (27 mmol) and hydrazine monohydrate (43 mmol) in ethanol (30 mL) was refluxed for 3 hours at 100 °C. Upon completion of the reaction, the mixture was cooled to room temperature, filtered, and the filtrate was evaporated. Acetone (50 mL) was added to the residue and the precipitate was filtered. Subsequently, the filtrate was concentrated under reduced pressure to give an orange colored oil 2d in 62% yield. 1H NMR (500 MHz, CDCl3): δ 1.83 (s, 1H), 2.00 (s, 1H), 2.15 (s, 1H), 2.87 (t, J = 5.3 Hz, 1H), 3.35-3.39 (m, 2H), 3.41 (t, J = 6.4 Hz, 1H), 3.50 (t, J = 5.3 Hz, 1H) 3.52-3.55 (m, 2H), 3.60 (dd, J = 5.7, 3.3 Hz, 1H), 3.64 (dd, J = 5.6, 3.8 Hz, 1H), 3.73 (t, J = 6.5 Hz, 1H) ppm; HR ESI-MS (in MeOH): m/z [M + H]+ calcd. 120.0973, found 120.1047. found 120.1047.

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Yield:31576-51-9 468.91 g

Reaction Conditions:

with ammonia at 130; under 11251.1 Torr; for 6 h;Autoclave;

Steps:

2.1.1; 2.2.1; 2.3.1 Preparation of 2-(2-methoxyethoxy) ethylamine: n1(1-(2-chloroethoxy)-2-methoxyethane): n(ammonia)=1:5, T= 130, react for 6h
Combine 140g 1-(2-chloroethoxy)-2-methoxyethane (content 99%) and 340.6g Ammonia (content 25%) (molar ratio 1:5) was put into the autoclave for reaction, 130, Under 1.5MPa pressure (pressure generated by self-heating, no additional pressure is needed), After 6 hours of reaction, the content of 1-(2-chloroethoxy)-2-methoxyethane in the reactant was detected to be less than 0.5%. The reaction was terminated to obtain crude 2-(2-methoxyethoxy)ethylamine. To the crude 2-(2-methoxyethoxy) ethylamine is added alkali (it can be sodium hydroxide, Alkaline compounds such as strong potassium oxide) to the solution is strong alkaline, pH greater than 13, Excess ammonia gas is extracted under reduced pressure at room temperature, and ammonia gas is absorbed and reused with water. 468.91 g of 2-(2-methoxyethoxy)ethylamine aqueous solution was obtained.

References:

CN108069836, 2021, B Location in patent:Paragraph 0037; 0050-0054; 0059-0062; 0067-0070

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111-77-3 Synthesis