4-苄基哌啶-2-one

反应条件: temp:-78.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: To a suspension of m-fluorobenzyltriphenylphosphonium bromide (16.98 g, 0.03 mol) in 50 mL of THF was added 14.5 mL of BuLi (M=2.5 M) at −78° C. under N2. After stirring at −78° C. for 45 min., a solution of 4-benzylpiperidone (5.67 g, 0.03 mol) in 10 mL of THF was added dropwise at −78° C. under N2. The resulting mixture was allowed to warm to room temperature and stirred for another 5 hr. Then the mixture was poured into ice (100 g) and extracted with ether (3×40 mL). The combined extracts were dried over sodium sulfate. The solvent was evaporated in vacuo to give a residue, which was purified by flash chromatography, giving 0.6 g (7%) of the product as pale yellow oil. 1H NMR (CHCl3) 2.413 (m, 2 H), 2.466 (m, 2 H), 2.558 (m, 4 H), 3.558 (s, 2 H), 6.257 (s, 1 H), 6.905 (m, 3 H), 7.284 (m, 6 H). to warm to room temperature stirred for another 5 hr extracted with ether (3×40 mL) The combined extracts were dried over sodium sulfate The solvent was evaporated in vacuo to give a residue, which was purified by flash chromatography

反应条件: temp:-78.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: To a suspension of m-fluorobenzyltriphenylphosphonium bromide (16.98 g, 0.03 mol) in 50 mL of THF was added 14.5 mL of BuLi (M=2.5 M) at −78° C. under N2. After stirring at −78° C. for 45 min., a solution of 4-benzylpiperidone (5.67 g, 0.03 mol) in 10 mL of THF was added dropwise at −78° C. under N2. The resulting mixture was allowed to warm to room temperature and stirred for another 5 hr. Then the mixture was poured into ice (100 g) and extracted with ether (3×40 mL). The combined extracts were dried over sodium sulfate. The solvent was evaporated in vacuo to give a residue, which was purified by flash chromatography, giving 0.6 g (7%) of the product as pale yellow oil. 1H NMR (CHCl3) 2.413 (m, 2 H), 2.466 (m, 2 H), 2.558 (m, 4 H), 3.558 (s, 2 H), 6.257 (s, 1 H), 6.905 (m, 3 H), 7.284 (m, 6 H). to warm to room temperature stirred for another 5 hr extracted with ether (3×40 mL) The combined extracts were dried over sodium sulfate The solvent was evaporated in vacuo to give a residue, which was purified by flash chromatography

反应条件: temp:-78.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: To a suspension of m-fluorobenzyltriphenylphosphonium bromide (16.98 g, 0.03 mol) in 50 mL of THF was added 14.5 mL of BuLi (M=2.5 M) at −78° C. under N2. After stirring at −78° C. for 45 min., a solution of 4-benzylpiperidone (5.67 g, 0.03 mol) in 10 mL of THF was added dropwise at −78° C. under N2. The resulting mixture was allowed to warm to room temperature and stirred for another 5 hr. Then the mixture was poured into ice (100 g) and extracted with ether (3×40 mL). The combined extracts were dried over sodium sulfate. The solvent was evaporated in vacuo to give a residue, which was purified by flash chromatography, giving 0.6 g (7%) of the product as pale yellow oil. 1H NMR (CHCl3) 2.413 (m, 2 H), 2.466 (m, 2 H), 2.558 (m, 4 H), 3.558 (s, 2 H), 6.257 (s, 1 H), 6.905 (m, 3 H), 7.284 (m, 6 H). to warm to room temperature stirred for another 5 hr extracted with ether (3×40 mL) The combined extracts were dried over sodium sulfate The solvent was evaporated in vacuo to give a residue, which was purified by flash chromatography

反应条件: temp:-78.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: To a suspension of m-fluorobenzyltriphenylphosphonium bromide (16.98 g, 0.03 mol) in 50 mL of THF was added 14.5 mL of BuLi (M=2.5 M) at −78° C. under N2. After stirring at −78° C. for 45 min., a solution of 4-benzylpiperidone (5.67 g, 0.03 mol) in 10 mL of THF was added dropwise at −78° C. under N2. The resulting mixture was allowed to warm to room temperature and stirred for another 5 hr. Then the mixture was poured into ice (100 g) and extracted with ether (3×40 mL). The combined extracts were dried over sodium sulfate. The solvent was evaporated in vacuo to give a residue, which was purified by flash chromatography, giving 0.6 g (7%) of the product as pale yellow oil. 1H NMR (CHCl3) 2.413 (m, 2 H), 2.466 (m, 2 H), 2.558 (m, 4 H), 3.558 (s, 2 H), 6.257 (s, 1 H), 6.905 (m, 3 H), 7.284 (m, 6 H). to warm to room temperature stirred for another 5 hr extracted with ether (3×40 mL) The combined extracts were dried over sodium sulfate The solvent was evaporated in vacuo to give a residue, which was purified by flash chromatography

反应条件: temp:-78.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: To a suspension of m-fluorobenzyltriphenylphosphonium bromide (16.98 g, 0.03 mol) in 50 mL of THF was added 14.5 mL of BuLi (M=2.5 M) at −78° C. under N2. After stirring at −78° C. for 45 min., a solution of 4-benzylpiperidone (5.67 g, 0.03 mol) in 10 mL of THF was added dropwise at −78° C. under N2. The resulting mixture was allowed to warm to room temperature and stirred for another 5 hr. Then the mixture was poured into ice (100 g) and extracted with ether (3×40 mL). The combined extracts were dried over sodium sulfate. The solvent was evaporated in vacuo to give a residue, which was purified by flash chromatography, giving 0.6 g (7%) of the product as pale yellow oil. 1H NMR (CHCl3) 2.413 (m, 2 H), 2.466 (m, 2 H), 2.558 (m, 4 H), 3.558 (s, 2 H), 6.257 (s, 1 H), 6.905 (m, 3 H), 7.284 (m, 6 H). to warm to room temperature stirred for another 5 hr extracted with ether (3×40 mL) The combined extracts were dried over sodium sulfate The solvent was evaporated in vacuo to give a residue, which was purified by flash chromatography