Piperidin-4-ol → 2-Trimethylsilanylethyl 4-hydroxypiperidine-1-carboxylate

反応式

[OH:1][CH:2]1[CH2:7][CH2:6][NH:5][CH2:4][CH2:3]1.[C:8](=O)([O:16]C1C=CC([N+]([O-])=O)=CC=1)[O:9][CH2:10][CH2:11][Si:12]([CH3:15])([CH3:14])[CH3:13].C(N(CC)C(C)C)(C)C>C1COCC1>[OH:1][CH:2]1[CH2:7][CH2:6][N:5]([C:8]([O:9][CH2:10][CH2:11][Si:12]([CH3:15])([CH3:14])[CH3:13])=[O:16])[CH2:4][CH2:3]1

参加物

実験手順

6.9 g of 4-hydroxypiperidine were dissolved in 150 ml of THF. 19.4 g of 2-(trimethylsilyl)ethyl 4-nitrophenyl carbonate and 11.9 ml of N,N-diisopropylethylamine were successively added thereto. The mixture was stirred at room temperature for 1 h and then the solvent was removed in vacuo. The residue was taken up in 400 ml of ethyl acetate and washed once with 200 ml of 0.5 N HCl and twice with 200 ml of 1 N NaOH each time. The organic phase was dried with MgSO4, the solvent was removed in vacuo, and the residue was purified by chromatography on silica gel.