Electric Literature of 55489-58-2, Adding some certain compound to certain chemical reactions, such as: 55489-58-2, name is 2-(2-(2-(Benzyloxy)ethoxy)ethoxy)ethanol,molecular formula is C13H20O4, 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 55489-58-2.
A. Triethylene Glycol MonoBenzyl Tosyl Ether 4-Toluenesulfonyl chloride (20.9 g, 0.11 mol) was added to a cold (0 QC) solution of triethylene glycol monobenzyl ether (“BnO-3EG-OH, ” 24.0 g, 0.1 1 mol) in pyridine (100 mL) in portions over a period of two minutes. A precipitate formed over 20 minutes. After 70 minutes the reaction mixture was allowed to warm to room temperature overnight. After 16 hours the reaction was diluted with ethyl acetate (100 mL) and quenched with water (50 mL) to dissolve the solids. The layers were separated and the organic layer was washed with aqueous hydrochloric acid till the aqueous layer was about pH 1. The organic solution was dried over magnesium sulfate and concentrated to dryness to give the title compound (28.94 g). 1H NMR (400 MHz, CDCI3, A10899) indicated an ca 4: 1 mixture of desired triethylene glycol monobenzyl ether tosylate and undesired ({2-[2-(2-chloroethoxy)ethoxy]- ethoxy}methyl)benzene. Triethylene glycol monobenzyl ether tosylate: No.H (CDCl3, ppm from TMS) 7.79 (2 H, d, J= 8.3 Hz, Ar-H), 7.4-7.2 (7 H, m, Ar-H), 4.55 (2 H, s, PhCH20-), 4.15 (2 H, t, J= 4.7 Hz, CH2) 3.7-3.5 (10 H, m, CH2 x 5), 2.43 (3 H, s, ArCH3). ({2-[2-(2-Chloroethoxy) ethoxy]ethoxy)methyl)benzene: No.H (CDCI3, ppm from TMS) 7.4-7.2 (5 H, m, Ar-/@, 4.57 (2 H, s, PhCH20-), 3.76 (2 H, t, J= 5.9 Hz, CH2CI) 3.7- 3.5 (10 H, m, CH2 x 5). Mixture calculated to contain 88.4 wt% tosylate (25.58 g, 64.9% theory) and 11.6 wt% chloride (3.36 g, 13.0 % theory).
According to the analysis of related databases, 55489-58-2, the application of this compound in the production field has become more and more popular.
Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; WO2005/102976; (2005); A1;,
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