反応 #75015
ord-17768ff222364ea6af4c9600e156d28b
反応方程式
反応条件
後処理
- 1温度The reaction was heated
- 2温度under reflux for 15 minutes
- 3温度The reaction mixture was heated
- 4温度under reflux for 2.0 hours
- 5温度cooled
- 6ろ過The precipitated sodium bromide was filtered
- 7洗浄washed well with absolute ethanol
- 8濃縮The filtrate was concentrated
- 9その他the residue partitioned between ether/brine
- 10抽出The aqueous phase was further extracted with ether
- 11乾燥dried over magnesium sulfate
- 12その他evaporated
実験手順
A solution of fresh sodium ethoxide prepared from 7.6 g (0.330 gram-atom metallic sodium) in 200 ml of absolute ethanol was treated dropwise with 56.18 g (0.330 mole) of 3-acetylmercaptocycloheptene in 10 ml of absolute ethanol. The reaction was heated under reflux for 15 minutes and then cooled to room temperature. A solution of 49.69 ml (0.330 mole) of bromoacetaldehyde diethylacetal in 30 ml of absolute ethanol was added dropwise. The reaction mixture was heated under reflux for 2.0 hours and cooled. The precipitated sodium bromide was filtered and washed well with absolute ethanol. The filtrate was concentrated and the residue partitioned between ether/brine. The aqueous phase was further extracted with ether. The organic extracts were pooled, dried over magnesium sulfate, and evaporated to afford 80.1 g (0.328 mole, 99%) of pure 3-[(2,2-diethoxyethyl)thio]-1-cycloheptene, as a colorless oil.