Research on new synthetic routes about Bis(2-methoxyethyl)amine

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, Bis(2-methoxyethyl)amine, other downstream synthetic routes, hurry up and to see.

111-95-5, Adding a certain compound to certain chemical reactions, such as: 111-95-5, name is Bis(2-methoxyethyl)amine, belongs to ethers-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 111-95-5.

To the product from step 2 (1.00 g, 5.29 mmol) in ACN (20 mL) was added bis(2- methoxyethyl)amine (3.0 mL, 2.71 g, 20.3 mmol) and the reaction mixture was heated to 70 0C for 16 hours thereafter. The reaction was cooled and concentrated. The residue was partitioned with EtOAc and water. The organic layer was separated and the aqueous was extracted again with EtOAc. The combined organic extracts were washed with brine, dried (Na2SO4), filtered and concentrated. Purification by flash column chromatography (SiO2, 10/1 hexanes-EtOAc to 1/1) afforded 950 mg (63% yield) of the desired adduct as a yellow solid: 1NMR (300 MHz, CDCI3) .delta 7.47 (bs, 2 H), 3.77 (t, J = 5.7 Hz, 4 H)1 3.52 (t, J = 5.4 Hz, 4 H), 3.25 (s, 6 H). 13C NMR (75 MHz, CDCI3) delta 154.7 (s), 152.0 (s), 120.9 (s), 1 19.5 (s), 95.8 (s), 71.0 (t), 59.1 (q), 50.0 (t). LCMS (50-95% gradient acetonitrile in 0.1 % TFA over 10 min), single peak retention time = 4.91 min on 250 mm column, (M+H)+ = 286, (M+Na)+ = 308, (M+Na+ACN)+ = 349.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, Bis(2-methoxyethyl)amine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MALLINCKRODT INC.; WO2007/149479; (2007); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem