反応 #1069145
ord-716478c38b5445bea164fc3e24e1da0d
反応方程式
反応物
試薬
反応条件
後処理
- 1workup.STIRRINGby stirring at 90° C. for further 3 hours
- 2濃縮The reaction mixture was concentrated to dryness under reduced pressure and 4 N hydrochloric acid aqueous solution
- 3workup.ADDITIONwas added to the residue
- 4洗浄Then, the mixture was washed with diethyl ether
- 5workup.ADDITIONThereafter, 10 N sodium hydroxide aqueous solution was added
- 6抽出Extraction
- 7洗浄After washing with saturated sodium chloride aqueous solution
- 8乾燥drying over anhydrous sodium sulfate
- 9workup.DISTILLATIONthe solvent was distilled off under reduced pressure
実験手順
4-Methylpiperazine, 30 ml, and 74 g of paraformaldehyde were dissolved in 2 l of tetrachloroethane and 100 ml of trifluoroacetic acid was dropwise added to the solution. After stirring at 60° C. for 2 hours, a solution of 36 g of methyl 11-methylene-6,11-dihydrodibenz[b,e]-oxepin-2-carboxylate in 600 ml of tetrachloroethane was dropwise added to the reaction mixture followed by stirring at 90° C. for further 3 hours. The reaction mixture was concentrated to dryness under reduced pressure and 4 N hydrochloric acid aqueous solution was added to the residue to adjust pH to 1. Then, the mixture was washed with diethyl ether. Thereafter, 10 N sodium hydroxide aqueous solution was added to adjust pH to 13. Extraction was performed with 3 l of methylene chloride. After washing with saturated sodium chloride aqueous solution and drying over anhydrous sodium sulfate, the solvent was distilled off under reduced pressure. The resulting residue was subjected to silica gel column chromatography (eluent; hexane:ethyl acetate:triethylamine=5:5:1) to give 44 g of methyl 11-[2-(4-methyl-1-piperazinyl)ethylidene]-6,11-dihydrodibenz[b,e]oxepin-2-carboxylate as colorless oil.