Synthesis of acyclic, cis olefinic pheromones by way of nickel-catalyzed Grignard reactions

E Wenkert, VF Ferreira, EL Michelotti…

Index: Wenkert, Ernest; Ferreira, Vitor F.; Michelotti, Enrique L.; Tingoli, Marco Journal of Organic Chemistry, 1985 , vol. 50, # 5 p. 719 - 721

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Citation Number: 52

Abstract

4. To a solution of 10 mL of ethanethiol at 0 OC under nitrogen was added sequentially aluminum chloride (0.654 g, 49.2 mmol) and 4 (0.988 g, 3.94 mmol). An immediate precipitate developed and the mixture was diluted with an additional 15 mL of ethanethiol. The mixture was stirred at room temperature for 1.5 h, poured into 5% aqueous HCl, and stirred an additional 20 min. Extracting with three 75-mL portions of dichloromethane, ...