Chemical Properties
colourless liquid
Uses
2-[2-(2-Chloroethoxy)ethoxy]ethanol was used in the synthesis of 1-[3-(2-aminoethyl)-1
H-indol-5-yloxy]-3,6-dioxa-8-mercaptooctane. It was also used in the synthesis of modified oligonucleotides bearing a disulfide or a thiol function at the 3′-end and other modifications at the 5′-end.
Uses
2-[2-(2-Chloroethoxy)ethoxy]ethanol is used in the preparation of ethylene glycol based amino acids. 2-[2-(2-Chloroethoxy)ethoxy]ethanol is also used in the preparation of polymers for direct and amplified DNA detection.
Synthesis
The reaction material in the three-necked flask was cooled to 45-50°C and 0.7 g of boron trifluoride diethyl ether compound was added as catalyst. Subsequently, 46.2 g (1.05 mol) of ethylene oxide was slowly added under stirring conditions, and the addition rate was controlled to maintain the reaction temperature at 45-55°C, using a temperature-controlled water bath for temperature adjustment if necessary. After the addition, the reaction was continued with stirring for 0.5 h to ensure complete reaction. Upon completion of the reaction, the reaction was heated and distilled under reduced pressure to collect the middle fraction at 115-123°C (vacuum 10 mmHg) to obtain a colorless transparent liquid. Further vacuum distillation was carried out under reduced pressure to collect the middle fraction at 118-121 °C (vacuum 10 mmHg) to give 123.6 g of colorless transparent liquid with 97.7% purity in the gas phase and 73.3% overall yield.
References
[1] Patent: CN104003850, 2016, B. Location in patent: Paragraph 0039; 0040