反应详情

温度

80 °C

5.88 g (6.42 mmol) tris-(dibenzylideneacetone)-dipalladium, 3.50 g (12.01 mmol) tri-tert-butylphosphonium tetrafluoroborate, 81.2 mL (371 mmol) dicyclohexylmethylamine, 105.8 g (286 mmol) tetrabutylammonium iodide and 32.6 mL (362 mmol) methyl acrylate are added to a solution of 100 g (238 mmol) 2-acetyl-4-benzyloxy-6-nitro-phenyl trifluoromethanesulphonate in 360 mL dioxane. The reaction mixture is stirred for 2 hours at 80° C. under a nitrogen atmosphere and then combined with 2 L diethyl ether and 500 g silica gel. After 10 minutes the silica gel is suction filtered, while again being washed repeatedly with diethyl ether. The combined organic phases are washed successively with 1 N hydrochloric acid, sodium carbonate solution and sodium chloride solution. The solvent is distilled off, the residue recrystallised from ethanol and the solid is filtered off and washed with ethanol. Yield: 32.2 g (38%); mass spectroscopy: [M+H]+=356.

1. waitAfter 10 minutes the silica gel is
2. filtrationsuction filtered
3. washwhile again being washed repeatedly with diethyl ether
4. washThe combined organic phases are washed successively with 1 N hydrochloric acid, sodium carbonate solution and sodium chloride solution
5. distillationThe solvent is distilled off
6. customthe residue recrystallised from ethanol
7. filtrationthe solid is filtered off
8. washwashed with ethanol