1,2-Dibromoethane → Z,E-1,4-Bis-(4-carbo-tert.-butoxy-styryl)benzene

Participants

Reaction Steps

272 g of zinc dust in 270 ml of tert.-butanol are boiled with 24.9 ml of 1,2-dibromoethane until evolution of gas ceases. 55.5 g of CuBr and 66.9 g of LiBr in 200 ml of THF are then carefully added at 50° C. When the exothermic reaction has died down, 272 g of E-4-(carbo-tert.-butoxy)-4'-(4-carbo-tert.-butoxy-styryl)-tolan in 1.7 l of THF and 560 ml of tert.-butanol are added and the reaction mixture is heated under reflux for 4 days. The resulting reaction mixture is then evaporated to dryness, taken up in CH2Cl2 and filtered and the filtrate is washed with dilute HCl, dried and concentrated by evaporation.

Provenance & Evidence