methyl 1-bromonaphthalene-2-carboxylate

反応条件: temp:0.00; pressure:0.00; stir:

反応条件: temp:0.00; pressure:0.00; stir:

反応条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: 530 mg g 1-bromo-naphthalene-2-carboxylic acid methyl ester and 9 mg tris(dibenzylideneacetone)dipalladium(0) were placed in a reaction vial, which was evacuated and backfilled with argon three times. Via septum 125 μl tri-tert.butylphosphine (10% in hexane), 291 mg 4-phenyl-1-butene, 470 μl N,N-dicyclohexylmethylamine and 1.8 ml dioxane were added. After 2 h at 80° C., the reaction mixture was cooled and filtrated over silica with diethyl ether. After concentration of the organic phase the resulting residue was purified by chromatography on silica (ethyl acetate/heptane) to yield 175 mg of a mixture of the (E)- and (Z)-isomers of 1-(4-phenyl-but-1-enyl)-naphthalene-2-carboxylic acid methyl ester. were placed in a reaction vial which was evacuated Via septum 125 μl tri-tert.butylphosphine (10% in hexane), 291 mg 4-phenyl-1-butene, 470 μl N,N-dicyclohexylmethylamine and 1.8 ml dioxane were added the reaction mixture was cooled filtrated over silica with diethyl ether After concentration of the organic phase the resulting residue was purified by chromatography on silica (ethyl acetate/heptane)

反応条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: To 2.00 g 1-bromo-naphthalene-2-carboxylic acid in 20 ml of dry methanol 5 ml of sulfuric acid were added. After 5 h at reflux, the reaction was poured onto ice-water, and the precipitated product was collected by filtration and washed until neutral. After recrystallization from heptane 1.90 g 1-bromo-naphthalene-2-carboxylic acid methyl ester were obtained. After 5 h at reflux the reaction was poured onto ice-water the precipitated product was collected by filtration washed until neutral After recrystallization from heptane 1.90 g 1-bromo-naphthalene-2-carboxylic acid methyl ester were obtained