反应详情

To a suspension of LiAlH4in ether (5 mL) was added a solution of 2-(4-bromophenyl)-N,N-dimethylacetamide (1.1 g, 4.5 mmol) in 5:1 ether/THF (12 mL), giving a small exotherm. The mixture was stirred at room temperature for 3 h, refluxed overnight then cooled to 0° C. Water (0.5 mL) was added dropwise and the mixture stirred vigourously for 3 h, then poured into 1 M NaOH and extracted with ether. The organic phase was washed with brine and dried over MgSO4. Purification by flash chromatography (4% to 8% MeOH/dichloromethane+0.5% ammonium hydroxide) provided 132 mg of 2-(4-bromophenyl)-N,N-dimethylethanamine.

1. customgiving a small exotherm
2. temperaturerefluxed overnight
3. temperaturethen cooled to 0° C
4. stirringthe mixture stirred vigourously for 3 h
5. extractionextracted with ether
6. washThe organic phase was washed with brine
7. dry with materialdried over MgSO4
8. customPurification by flash chromatography (4% to 8% MeOH/dichloromethane+0.5% ammonium hydroxide)