Reference of 4549-33-1, 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. 4549-33-1 name is 1,9-Dibromononane, 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.
To a stirred solution of mixture of 3,7-bis(tert-butoxycarbonylamino)-2,8-dimethyl-5- phenylphenazin-5-ium chloride and 3,7-bis(tert-butoxycarbonylamino)-2,6-dimethyl-5- phenylphenazin-5-ium chloride (500 mg, 0.909 mmol) in 10 mL of DMF was added cesium carbonate (738 mg, 2.27 mmol) and stirred at RT for 15 min. The reaction mixture was cooled to 0C and 1,9-dibromononane (156 mg, 0.545 mmol, diluted with 1 mL of DMF) was added dropwise. The reaction mixture was stirred at RT for 12 h. The reaction was monitored by TLC and LCMS. After completion of reaction, the mixture was diluted with ice-cold water and filtered. The solid residue obtained after filtration was dissolved in diethyl ether (200 mL) and washed with brine solution (3×50 mL). The ether layer was dried over anhydrous sodium sulfate, concentrated under reduced pressure to afford the crude product which was purified by column chromatography (neutral alumina, eluent 0-20% EtOAc in hexane) to afford the desired product (mixture of 2 products of same mass) as a dark brown solid (400 mg).
At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1,9-Dibromononane, and friends who are interested can also refer to it.
Reference:
Patent; MEDIVATION TECHNOLOGIES, INC.; RAI, Roopa; PHAM, Son Minh; HART, Barry Patrick; (437 pag.)WO2017/19832; (2017); A1;,
Bromide – Wikipedia,
bromide – Wiktionary