These common heterocyclic compound, 52997-43-0, name is 7-(Bromomethyl)pentadecane, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. 52997-43-0
In an oven-dried two-neck round-bottom flask, Cs2CO3 (15.6 g, 48.0 mmol) was dissolved in anhydrous DMF (100 mL) and the mixture was heated to reflux under a nitrogen atmosphere. After 15 min, phenol (3.76 g, 40.0 mmol), and, after an additional 40 min, 7-(bromomethyl)pentadecane (S1) (202 g, 66.3 mmol) were added. The progress of the reaction was monitored via TLC and after complete conversion of phenol, the reaction mixture was cooled to r.t. and the solvent was removed under reduced pressure. The residue was taken up in CH2Cl2, filtered, and washed with water and brine. Purification by column chromatography (silica gel, hexanes) afforded the title compound as a colorless oil. Yield: 10.8 g (33.9 mmol, 85%). 1H NMR (400 MHz, 298 K, CDCl3): delta = 7.37-7.33 (m, 2 H), 7.02-6.98(m, 3 H), 3.92 (d, 3J = 5.7 Hz, 2 H), 1.91-1.86 (m, 1 H), 1.61-1.31 (m,24 H), 1.02-0.99 (m, 6 H). 13C NMR (100 MHz, 298 K, CDCl3): delta = 159.4, 129.3, 120.3, 114.5, 70.7,38.0, 32.0, 31.9, 31.5, 31.4, 30.1, 29.8, 29.6, 29.4, 26.9, 26.9, 22.7, 14.1. MS (EI): m/z calcd for C22H38O+: 318.3; found: 318.3 [M+], 225.2 [M -OC6H5]+.
Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 52997-43-0.
Reference:
Article; Bothe, Michael; Montero-Rama, Maria Pilar; Viterisi, Aurelien; Cambarau, Werther; Stenta, Caterina; Palomares, Emilio; Marsal, Lluis F.; Von Delius, Max; Synthesis; vol. 50; 4; (2018); p. 764 – 771;,
Bromide – Wikipedia,
bromide – Wiktionary