Simple exploration of 1,2-Bis(2-chloroethoxy)ethane

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1,2-Bis(2-chloroethoxy)ethane, and friends who are interested can also refer to it.

112-26-5, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 112-26-5 name is 1,2-Bis(2-chloroethoxy)ethane, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

3-Nitro-2-naphthol20 W. Woodcock and D.R. Clifford, J. Chem. Soc. (1957), pp. 4139-4141.20 (1.3 g, 6.6 mmol), 1,8-dichloro-3,6-dioxaoctane (0.5 mL, 3.3 mmol), and K2CO3 (1.4 g) in 2 mL of DMF was heated at 115 C for 4 h. After water addition, the reaction mixture was extracted threefold with chloroform. Pure oily product was obtained with the use of column chromatography. As an eluent, methylene chloride (at the beginning) and then a mixture of methylene chloride-acetone (5:1) was used. Yield 0.9 g (57%) of yellow oil. TLC (methylene chloride-acetone, 50:1) Rf=0.55. 1H NMR (CDCl3), delta [ppm]: 3.74 (4H, s); 3.93 (4H, t, J=4.7 Hz); 4.40 (4H, t, J=4.7 Hz); 7.52 (2H, t, J=7.1 Hz); 7.64 (2H, t, J=7.3 Hz); 7.66 (2H, s); 7.90 (2H, d, J=8.2 Hz); 8.01 (2H, d, J=8.2 Hz); 8.40 (2H, s). IR (film): 3060; 2928; 2876; 1632; 1603; 1529; 1447; 1359; 1258; 1229; 1185; 1126; 1071; 953; 900; 869; 752; 476 cm-1. HRMS (EI): [M]+=492.15288 calculated for C26H24N2O8 492.15327.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1,2-Bis(2-chloroethoxy)ethane, and friends who are interested can also refer to it.

Reference:
Article; Wagner-Wysiecka, Ewa; Rzymowski, Tomasz; Fonari, Marina S.; Kulmaczewski, Rafa?; Luboch, Elbieta; Tetrahedron; vol. 67; 10; (2011); p. 1862 – 1872;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics