6-苯基己醛

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

实验步骤: To a solution of 6-phenyl 1-hexanal (4.93 g, 28.0 mmol, 1 equiv) in methanol (50 ml) was added N-tert-butylhydroxylamine (3.00 g, 33.6 mmol, 1.2 equiv), and the mixture was stirred at rt. for 4 h. Concentration of the mixture gave a light colored oil which was purified by flash chromatography (EtOAc) to give N-tert-butyl-C-(5-phenylpentyl)nitrone (4.39 g, 89.0%) as a colorless oil: 1H NMR (CD3OD) δ 7.28–7.11 (m, 6H), 2.66–2.24 (m, 4H,), 1.72–1.24 (m, 15H). Concentration of the mixture gave a light colored oil which was purified by flash chromatography (EtOAc)

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

实验步骤: A solution of 6-phenylhexanol (5.00 g, 28.0 mmol, 1 equiv) in CH2Cl2 (10 ml) was added to a solution of pyridinium chlorochromate (9.07 g, 42.1 mmol, 1.5 equiv) in CH2Cl2 (100 ml) at rt, and the mixture was stirred for 3.5 h. The reaction mixture was diluted with hexane and filtered through silica gel (20 g). The silica gel was eluted with a mixture of hexane and EtOAc (1:1). The combined filtrate was concentrated under vacuum to give 6-phenyl-1-hexional as a colorless oil, which was used as such for the next step. 1H NMR (CDCl3) δ 9.75 (t, 1H), 7.28–7.14 (m, 5H), 2.61 (T, 2H), 2.44–2.38 (m, 2H), 1.71–1.58 (m, 5H), 1.42–1.30 (m, 2H). filtered through silica gel (20 g) The silica gel was eluted with a mixture of hexane and EtOAc (1:1) The combined filtrate was concentrated under vacuum to give 6-phenyl-1-hexional as a colorless oil, which