2-戊炔酸甲酯

反应条件: temp:50.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: 93 g of methyl pentynoate and 82 g butyramidoxime are mixed together without solvent and heated to 50° C for 24 hours. 400 mL xylene was added and water was azaeotropically removed for 6 hours. The reaction was then distilled (140° C. at 0.2 torr) to give 44 g product. water was azaeotropically removed for 6 hours The reaction was then distilled (140° C. at 0.2 torr)

反应条件: temp:50.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: 93 g of methyl pentynoate and 82 g butyramidoxime are mixed together without solvent and heated to 50° C for 24 hours. 400 mL xylene was added and water was azaeotropically removed for 6 hours. The reaction was then distilled (140° C. at 0.2 torr) to give 44 g product. water was azaeotropically removed for 6 hours The reaction was then distilled (140° C. at 0.2 torr)

反应条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: A solution of 4.73 g of 2,6-dibromopyridine in 150 ml of triethylamine is mixed under ice cooling with 2.69 g of pentynoic acid methyl ester, 350 mg of bis-triphenylphosphinepalladium(II) chloride and 48 mg of copper(I) iodide and the mixture is stirred for 1 hour. Then, the ice bath is removed and it is stirred for 3 hours at room temperature. The precipitate--consisting of 2,6-bis-(4-methoxycarbonyl-1-butinyl)-pyridine and triethylammonium bromide--is suctioned off and the filtrate is evaporated to dryness. The residue is chromatographed on silica gel with hexane/ethyl acetate=95/5 to 75/25. 2.32 g of 5-(6-bromo-2-pyridyl)-4-pentynoic acid methyl ester of melting point 59°-61° C. is obtained. Then, the ice bath is removed it is stirred for 3 hours at room temperature the filtrate is evaporated to dryness The residue is chromatographed on silica gel with hexane/ethyl acetate=95/5 to 75/25

反应条件: temp:50.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: 93 g of methyl pentynoate and 82 g butyramidoxime are mixed together without solvent and heated to 50° C for 24 hours. 400 mL xylene was added and water was azaeotropically removed for 6 hours. The reaction was then distilled (140° C. at 0.2 torr) to give 44 g product. water was azaeotropically removed for 6 hours The reaction was then distilled (140° C. at 0.2 torr)

反应条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: A solution of 4.73 g of 2,6-dibromopyridine in 150 ml of triethylamine is mixed under ice cooling with 2.69 g of pentynoic acid methyl ester, 350 mg of bis-triphenylphosphinepalladium(II) chloride and 48 mg of copper(I) iodide and the mixture is stirred for 1 hour. Then, the ice bath is removed and it is stirred for 3 hours at room temperature. The precipitate--consisting of 2,6-bis-(4-methoxycarbonyl-1-butinyl)-pyridine and triethylammonium bromide--is suctioned off and the filtrate is evaporated to dryness. The residue is chromatographed on silica gel with hexane/ethyl acetate=95/5 to 75/25. 2.32 g of 5-(6-bromo-2-pyridyl)-4-pentynoic acid methyl ester of melting point 59°-61° C. is obtained. Then, the ice bath is removed it is stirred for 3 hours at room temperature the filtrate is evaporated to dryness The residue is chromatographed on silica gel with hexane/ethyl acetate=95/5 to 75/25