Synthetic Route of 1914-02-9, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 1914-02-9, name is 3,3-Dimethylindoline belongs to indolines-derivatives compound, it is a common compound, a new synthetic route is introduced below.
EXAMPLE 3; Preparation of 3, 3-dimethylindoline HCI salt; [0066]HCI 1.3 eq.[0067] The resulting mixture from Example 1 was treated with a slow addition of a solution ofNaBH4 (84 g) in 400 mL DI basified with 5N NaOH (pH~13) water in 3h at a temperature below 10 0C, then warmed to about room temperature. The reaction was worked up by adjusting pH to 8 with 14.5N NH4OH and the phases were then separated. The aqueous phase was extracted with IPAC (300 mL x 2). The combined organic phase was washed with DI water (80 mL) and saturated brine (80 mL) to give the corresponding indoline solution (containing 231 g of 3, 3-dimethylindoline, 85% assay yield.) [0068] To this indoline solution (in heptane/IPAC) was added 194 mL propan-2-ol, followed by the addition of 5 N HCl in IPA (408 mL) to form a suspension, which was stirred for 2h before filtration. The wet cake was then washed with heptane (100 mL x2) to afford the 3,3-dimethylindoline HCl salt. (255.6 g, 75.5% yield, 98.4 A% for the HCl salt).
The synthetic route of 3,3-Dimethylindoline has been constantly updated, and we look forward to future research findings.
Reference:
Patent; AMGEN INC.; KING, Anthony; LARSEN, Robert; LI, Tj; LU, Yuelie; WO2010/71828; (2010); A2;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem