51554-93-9,Some common heterocyclic compound, 51554-93-9, name is 1-Bromo-4-octylbenzene, molecular formula is C14H21Br, 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 hexane solution of n-butyllithium (1.65 M, 40 mL, 66 mmol) was dropwise added to a dewatered THF (400 mL) solution of the compound 3 (by Wako Pure Chemicals, 16.2 g, 60 mmol) at -78 C., and the mixture was reacted for 1 hour. Next, 2-isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxabororane (16.8 g, 90 mmol) was added thereto and stirred overnight at room temperature, and then poured into water and extracted with hexane. The organic phase was washed with water, dried with anhydrous sodium sulfate, and then the solvent was evaporated away. The residue was purified through silica gel chromatography (eluent: hexane/ethyl acetate=10/1 (v/v)) and then dried in vacuum to give a colorless oil of the compound 4 (yield: 17.5 g, 92%).
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1-Bromo-4-octylbenzene, its application will become more common.
Reference:
Patent; KYUSHU UNIVERSITY NATIONAL UNIVERSITY CORPORATION; ADACHI, Chihaya; Yasuda, Takuma; Yu Seok, Yang; Kakizoe, Hayato; Mieno, Hiroyuki; US2013/207081; (2013); A1;,
Bromide – Wikipedia,
bromide – Wiktionary