Adding a certain compound to certain chemical reactions, such as: 317-20-4, name is 7-Fluoroisatin, belongs to indolines-derivatives compound, 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 317-20-4, Safety of 7-Fluoroisatin
In another example, 7-fluoro-N-((2-(trimethylsilyl)ethoxy)methyl)indoline-2,3-dione (S3) is prepared according to Scheme 1e: 7-Fluoroisatin (SM3) (1.50 g, 9.08 mmol, 1.0 equiv) was dissolved in N,N-dimethylformamide (30 mL), and the resultant red solution was cooled to 0 C. Sodium hydride (436 mg, 10.9 mmol, 60% dispersion in mineral oil, 1.2 equiv) was added in two portions resulting in a purple suspension. The mixture was allowed to warm to rt for 20 min with vigorous stirring, then cooled to 0 C. 2-(Trimethylsilyl)ethoxymethyl chloride (1.91 mL, 10.8 mmol, 1.2 equiv) was added dropwise, and the dark brown solution was maintained at 0 C. for 1.5 hr, then poured into brine (10 mL) at 0 C. The resulting mixture was extracted with Et2O (4×20 mL), and the combined organic extracts were dried over Na2SO4, and concentrated. Purification of the residue by silica gel flash column chromatography (1:4 EtOAc-hexanes) gave isatin derivative S3 (2.44 g, 91%) as an orange solid: mp 5556 C.; Rf 0.51 (1:3 EtOAc-hexanes); 1H NMR (500 MHz, CDCl3): delta 7.40 (d, J=7.5, 1H), 7.34 (dd J=11.1, 8.4, 1H), 7.09 (td, J=11.6, 3.9, 1H), 5.19 (s, 2H), 3.56 (t, J=7.7, 2H), 0.87 (t, J=7.7, 2H), 0.10 (s, 9H); 13C NMR (125 MHz, CDCl3): delta 182.8 (d, J=1.9, C), 158.1 (C), 148.5 (d, J=249.2, C), 136.5 (d, J=9.6, C), 126.6 (d, J=19.6, CH), 125.2 (d, J=5.8, CH), 121.4 (d, J=3.4, CH), 120.6, (d, J=2.5, C), 71.2, (d, J=4.9, CH2), 66.9 (CH2), 17.8 (CH2), 1.5 (CH3); IR (film): 1746, 1627 cm1; HRMS-ESI (m/z) [M+Na]+ calcd for C14H18FNO3SiNa, 318.0938; found, 318.0935.
In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 7-Fluoroisatin, other downstream synthetic routes, hurry up and to see.
Reference:
Patent; Horne, David A.; Jove, Richard; Lincoln, Christopher; Nam, Sangkil; Overman, Larry; Xie, Jun; US2013/225637; (2013); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem