ISSN print edition: 0366-6352
ISSN electronic edition: 1336-9075
Registr. No.: MK SR 9/7
Synthesis and characterization of new benzyl-protected 2-iodo-4-tert-octylphenol and its application in preparation of 1-benzyloxy-2-(3,6-di-tert-butyl-9H-carbazolyl)-4-tert-octylbenzene
Yong-Qing Li, Luo-Yi Wang, Quan-chao Wang, Yu-Cai Hu, Yu-Chen Ci, and Yu-Cai Cao
State Key Laboratory of Polyolefins and Catalysis, Shanghai Key Laboratory of Catalysis Technology for Polyolefins, Shanghai Research Institute of Chemical Industry Co. Ltd., Shanghai, People’s Republic of China
Received: 26 July 2021 Accepted: 9 September 2021
1-Benzyloxy-2-iodo-4-tert-octylbenzene was synthesized with new methods from 4-tert-octylphenol via bromination, benzyl protection and halogen exchange reaction. Improved yield and easy purification benefit this method. The effects of solvents and ligands in halogen exchange reaction were studied in detail. The synthesized 1-benzyloxy-2-iodo-4-tert-octylbenzene was further examined for its application in Ullmann coupling reaction for preparation of 1-benzyloxy-2-(3,6-di-tert-butyl-9H-carbazolyl)-4-tert-octylbenzene. These newly synthesized compounds were characterized by IR, GC, 1H NMR, 13C NMR, GC–MS and HRMS.
Keywords: Non-metallocene; Halogen exchange; Benzyl protection; Recrystallization
Full paper is available at www.springerlink.com.
Chemical Papers 76 (1) 287–292 (2022)
Tuesday, November 29, 2022