Downstream synthetic route of 4730-54-5

4730-54-5, 4730-54-5 1,4,7-Triazacyclononane 188318, acatalyst-ligand compound, is more and more widely used in various fields.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.4730-54-5,1,4,7-Triazacyclononane,as a common compound, the synthetic route is as follows.

(Example 7) Triazacyclononane (1.0 g, 7.74 mmol), triethylamine (5.1 g, 50 mmol) and anhydrous methylene chloride (100 mL) were added to a 200 mL three neck flask provided with a dripping funnel in an argon atmosphere. n-octanoic acid chloride (4.2 g, 25.8 mmol) was added to this mixture by the dripping funnel at room temperature, and the reaction mixture was stirred for two days at room temperature. This reaction mixture was washed with water (25 mL x 4), and next, the organic layer obtained was dried using anhydrous magnesium sulfate. After concentration, there was formation using silica gel column chromatography, and 1,4,7-tri(n-heptylcarbonyl)-1,4,7-triazacyclononane (3.14 g, 80% yield) was obtained. All of the 1,4,7-tri(n-heptylcarbonyl)-1,4,7-triazacyclononane was put into a 200 mL three neck flask provided with a reflux tube in an argon atmosphere, and a BH3¡¤THF solution (100 mmol, 100 mL) was added thereto and reflowed for one night. To break down the excess BH3¡¤THF, methanol was added slowly to the reaction mixture after allowing it to cool to room temperature, and after concentration, this was dissolved in 1-butanol (50 mL), water (50 mL) and concentrated hydrochloric acid (100 mL and reflowed for one night. The reaction mixture obtained was cooled in an ice bath, and a 48% aqueous solution of sodium hydroxide was added until the pH exceeded 12. After amine separation, this aqueous solution was extracted in methylene chloride (8 x 50 mL). After the organic layer that was obtained was dried using anhydrous sodium sulfate, it was concentrated, and pale yellow, oily 1,4,7-tri-n-octyl-1,4,7-triazacyclononane (2.45 g, 85% yield) was obtained.

4730-54-5, 4730-54-5 1,4,7-Triazacyclononane 188318, acatalyst-ligand compound, is more and more widely used in various fields.

Reference£º
Patent; DIC Corporation; EP2269995; (2011); A1;,
Metal catalyst and ligand design
Ligand Template Strategies for Catalyst Encapsulation – NCBI