Related Products of 876-53-9,Some common heterocyclic compound, 876-53-9, name is 1,3-Dibromoadamantane, molecular formula is C10H14Br2, 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.
Compound 1,3-dibromo-adamantane (3 g, 10 mmol) was dissolved in 30 mL of toluene, and then 250 mg of AIBN (1.5 mmol), 7 g of tri-n-butyl tin (24 mmol), 3 g of ethyl acrylate (30 mmol) were added in order. The reaction was refluxed with at 110 C. under nitrogen for 3 hours. The reaction solution was cooled to room temperature and was poured into 30 mL of 0.2M aqueous ammonia. After being stirred fully, the organic layer was separated. The aqueous layers were extracted with ethyl acetate (20 mL×4). The organic layers were combined and washed with 30 mL of water and 30 mL of saturated sodium chloride solution. The resulting materials were dried with anhydrous sodium sulfate, and solvent was evaporated under the reduced pressure to give a crude product as a colorless oil, which was separated by silica column chromatography (petroleum ether:ethyl acetate=10:1) to give compound NM-011a as a colorless oil (2 g, 46.6%). ESI-MS: m/z 337.4 ([M+H]+). 1H-NMR (DMSO-d6, ppm): 1.11 (s, 2H), 1.15-1.19 (m, 6H), 1.28-1.39 (m, 12H), 1.53 (s, 2H), 1.97 (s, 2H), 2.19-2.24 (m, 2H), 4.03 (q, 4H, J=7.1 Hz).
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1,3-Dibromoadamantane, its application will become more common.
Reference:
Patent; Guangzhou Magpie Pharmaceuticals Co., Ltd.; Wang, Yuqiang; Liu, Zheng; Yu, Pei; Sun, Yewei; Zhang, Zaijun; Zhang, Gaoxiao; Shan, Luchen; Yi, Peng; Larrick, James; (19 pag.)US2018/148404; (2018); A1;,
Bromide – Wikipedia,
bromide – Wiktionary