反应详情

温度

0 °C

To a solution of diethylzinc (1.1 M solution in toluene, 37.5 ml, 0.04 mmol) in DCE (80 ml) at 0° C. was added chloroiodomethane (5.99 ml, 0.08 mmol) under Ar. This mixture was stirred for 15 minutes before a solution of 3-hydroxy-4-methylene-piperidine-1-carboxylic acid tert-butyl ester (J. Org. Chem. 2001, 66, 2487) (4.19 g, 19.6 mmol) in DCE (10 ml) was added, after which time the reaction was stirred for 0.5 h at 0° C. and then allowed to reach RT, stirring for a further 1 h. The reaction was then quenched by addition of sat. aq. ammonium chloride solution, separated, and the organic dried (Na2SO4) and concentrated. Purification by flash column chromatography (EtOAc/heptane 2:8→1:1) afforded the title product (2.4 g, 54%) as a crystalline solid. MS: 228.2 (MH+).

1. additionwas added
2. customto reach RT
3. stirringstirring for a further 1 h
4. customThe reaction was then quenched by addition of sat. aq. ammonium chloride solution
5. customseparated
6. dry with materialthe organic dried (Na2SO4)
7. concentrationconcentrated
8. customPurification by flash column chromatography (EtOAc/heptane 2:8→1:1)