反应详情

To a solution of (S)-4-(4-((R)-1-phenylethyl)-[1,4]oxazepan-6-yl)benzonitrile (0.662 g, 2.16 mmol) in 1,2-dichloroethane (3.60 ml) was added 1-chloroethyl chloroformate (0.772 g, 5.40 mmol) at room temperature. The mixture was refluxed for 8 hours. Methanol (15 ml) was added to the mixture cooled to room temperature. The mixture was refluxed again for 2 hours. The mixture was concentrated in vacuo. The residue was partitioned between aqueous sodium hydrogen carbonate and chloroform. The organic layer was dried over sodium sulfate and concentrated in vacuo. The residue was purified by silica gel column chromatography (eluent: chloroform/methanol=96/4) to afford (S)-4-([1,4]oxazepan-6-yl)benzonitrile as pale yellow solid (312 mg, 70%).

1. temperatureThe mixture was refluxed for 8 hours
2. temperatureThe mixture was refluxed again for 2 hours
3. concentrationThe mixture was concentrated in vacuo
4. customThe residue was partitioned between aqueous sodium hydrogen carbonate and chloroform
5. dry with materialThe organic layer was dried over sodium sulfate
6. concentrationconcentrated in vacuo
7. customThe residue was purified by silica gel column chromatography (eluent: chloroform/methanol=96/4)