Aluminium lithium hydride → N,N-dimethyl-1-[(2S)-1-(phenylmethyl)-2-pyrrolidinyl]methanamine
반응식
[CH3:1][N:2]([CH3:18])[C:3](=O)[C@@H:4]1[CH2:8][CH2:7][CH2:6][N:5]1[C:9]([C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)=O.[H-].[H-].[H-].[H-].[Li+].[Al+3]>C1COCC1>[CH3:1][N:2]([CH3:18])[CH2:3][C@@H:4]1[CH2:8][CH2:7][CH2:6][N:5]1[CH2:9][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1참가 물질
4
반응 조건
- 온도
- 0 °C
실험 절차
N,N-Dimethyl-1-(phenylcarbonyl)-L-prolinamide (4.50 g, 18.269 mmol) was dissolved in 100 mL of THF, cooled to 0° C., and then LiAlH4 (1.386 mg, 36.54 mmol) was added portion wise. The mixture was heated to 80° C. for 2 h, then allowed to cool to RT. The reaction was quenched in succession with H2O (1.5 mL), 15% aq. NaOH (1.5 mL) and H2O (4.5 mL) and was stirred at room temperature overnight. The contents were filtered, and the filtrate was concentrated in vacuo to provide N,N-dimethyl-1-[(2S)-1-(phenylmethyl)-2-pyrrolidinyl]methanamine (3.7305 g, 94%). LCMS: (M+H)+: 219.1.