Electric Literature of 52997-43-0,Some common heterocyclic compound, 52997-43-0, name is 7-(Bromomethyl)pentadecane, molecular formula is C16H33Br, 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.
A mixture of 2,7-dibromopyrene-4,5,9,10-tetraone (0.50 g, 1.2 mmol), n-Bu4NBr (0.50 g, 1.5 mmol), Na2S2O4 (2.5 g, 14 mmol), THF (8 mL), and H2O (4 mL) is stirred at 25 C. for 10 minutes 1-Bromo-2-hexyldecane (1.7 g, 7.9 mmol) and aqueous potassium hydroxide (4 mL, 36 mmol) are added to the solution and the mixture is stirred at 70 C. for 5 h. Then, THF and brine are added and the organic phase is washed with brine (3 times) and dried over MgSO4 and concentrated in vacuum. The residue is purified by column chromatography (SiO2, hexane: CH2Cl2=10:1) to give a colorless oil (0.62 g) in 53% yield. [0194] FD-MS (8 KV): m/z 986.3 (100%), calculated 985.1. [0195] 1H-NMR (CD2Cl2, 250 MHz): delta=0.84-0.86 (m, 24H), 0.98-1.00 (m, 12H), 1.47-2.00 (m, 40H), 4.23-4.36 (m, 8H), 8.50 (s, 4H).
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 7-(Bromomethyl)pentadecane, its application will become more common.
Reference:
Patent; BASF SE; Kawano, Shin-Ichiro; Baumgarten, Martin; Muellen, Klaus; Murer, Peter; Schaefer, Thomas; Saleh, Moussa; US2014/357898; (2014); A1;,
Bromide – Wikipedia,
bromide – Wiktionary