Sodium Carbonate → 4-Cyclohex-1-enyl-1-methoxy-2-nitro-benzene

Participants

Reaction Steps

To a stirred solution of 2.1 g (0.0091 Mol) 4-bromo-2-nitroanisole in 50 ml dioxane were added 1.05 g (0.00091 Mol) tetrakis(triphenylphosphine)palladium, 4.03 g (0.011 Mol) tri-n-butyl-(1-cyclohex-1-enyl)-stannane and 18.3 ml 2 M aqueous Na2CO3 solution. The mixture was heated for 16 h at reflux and then poured onto water. After extraction with dichloro methane, drying of the combined organic phases over sodium sulfate and evaporation of the solvent the crude material was subjected to column chromatography (ethyl acetate/hexane 1:10) to yield 1.57 g of 4-cyclohex-1-enyl-1-methoxy-2-nitro-benzene as a yellow liquid. EI-MS m/e (%): 233 ([M]+, 100).

Provenance & Evidence