Electric Literature of 6872-06-6, 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. 6872-06-6 name is 2-Methylindoline, 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.
2-methylindoline (3.26 g, 24.5 mmol) and hexane (0.536 M, 45.7 ml) were placed in a 100 ml Schlenk flask. N-BuLi (1.1 eq, 10.8 ml) was added at -20 & lt; 0 & gt; C and allowed to stand at room temperature overnight. Filtered through glass frit (G4) and vacuum dried to obtain phosphine-amine lithium. The phosphine-amine lithium (3.37 g, 24.2 mmol) was added to diethyl ether (0.423 M, 57.3 ml) in a 250 ml Schlenk flask and CO 2 bubbling was performed at -78 C for 1 hour. THF (1.1 eq, 2.16 ml) and t-BuLi (1.1 eq, 15.7 ml) were added at -20 C and kept at this temperature for 2 hours. IPr2PCl (0.85 eq, 3.14 g) and diethyl ether (0.359 M, 57.3 ml) were added at the same temperature and maintained at the same temperature for 1 hour. After slowly reacting at room temperature overnight, 50 ml of distilled water was added at 0 C, followed by stirring at room temperature for 30 minutes. Work-up with diethyl ether, drying over MgSO4, and then red oil was obtained in 2.23 g, 37% yield via hexane, diethyl ether 50: 1 column.
At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-Methylindoline, and friends who are interested can also refer to it.
Reference:
Patent; LG CHEM, LTD.; JANG, Jae Kwon; PARK, In Sung; KIM, Seul Ki; LEE, Eun Jung; LEE, Chong Hoon; HAN, Ki Won; HAN, Hyo Jung; (18 pag.)KR2017/68331; (2017); A;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem