Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 128651-99-0, name is 6-Iodochroman-2-one, A new synthetic method of this compound is introduced below., Product Details of 128651-99-0
In a flame dried and argon flushed Schlenk flask 2.00 g6-iodochroman-2-one (16, 7.30 mmol, 1.00 eq) was suspendedin 140 cm3 MeOH. H2SO4 (1.95 cm3) was added tothis colorless suspension. The suspension dissolved and thecolorless solution was warmed to 55 C and stirredovernight at this temperature. After full conversion (24 h)was detected by GC-MS, the brown solution was neutralizedby addition of 50 cm3 saturated NaHCO3 solution andthe solvent was removed in vacuo. The brown residue wasdiluted with 100 cm3 H2O, and extracted with DCM(3 9 100 cm3). The combined organic layers were driedover MgSO4, filtered and concentrated in vacuo. The crudeproduct was purified via flash column chromatography(cyclohexane/EtOAc = 5/1, Rf = 0.18, UV and CAM) and1.70 g (76 %) 17 were isolated as a light yellow oil.1H NMR (300 MHz, CDCl3): d = 7.39-7.35 (m, 3H, HAr,OH), 6.65-6.62 (m, 1H, HAr), 3.66 (s, 3H, CH3), 2.82 (t,J = 5.9 Hz, 2H, CH2), 2.69 (t, J = 5.9 Hz, 2H, CH2) ppm;13C NMR (76 MHz, CDCl3, APT): d = 176.2 (Cq, CO),154.6 (Cq, CAr), 139.2 (CAr), 137.0 (CAr), 130.4 (Cq, CAr),119.9 (CAr), 82.9 (Cq, CAr), 52.6 (CH3), 35.0 (CH2), 24.5(CH2) ppm; GC-MS (EI, 70 eV; MT_50_S): tR = 6.92 -min; m/z (%) = 306 (17) [M?], 274 (100) [M?-OCH3],246 (64) [M?-C2H3O2], 91 (0.31) [M?-C4H7O2I]; TLC:Rf = 0.18 (cyclohexane/EtOAc = 5/1, UV and CAM);HRMS (EI): m/z calcd for [M?] 305.9753, found 305.9766.
The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.
Reference:
Article; Trobe, Melanie; Breinbauer, Rolf; Monatshefte fur Chemie; vol. 147; 3; (2016); p. 509 – 521;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com