反应详情

To a cooled (−78° C.) suspension of triphenyl-(quinolin-2-yl-methyl)-phosphonium chloride (1.76 g, 4 mmol, example 17) in THF (24 mL) is added, dropwise, n-butyl lithium solution (1.7 mL, 2.5 M in hexanes). The resulting mixture is stirred for 30 min. then a solution of 3-[(2-methoxyethoxy)-methoxy]-benzaldehyde (756 mg, 3.6 mmol, example 8a) in THF (3 mL) is added. This mixture is stirred for 30 min then the cold bath removed and stirring continued for 2 h. The reaction mixture is then diluted with ethyl acetate, washed with sat. ammonium acetate solution and brine, dried over MgSO4 and concentrated. The residue is purified by flash chromatography (silica, 40% ethyl acetate in hexanes) to give the title compound as an oil. MS (ESI) 336 (M+H)+.

1. temperatureTo a cooled
2. additionis added
3. stirringThis mixture is stirred for 30 min
4. customthe cold bath removed
5. stirringstirring
6. waitcontinued for 2 h
7. additionThe reaction mixture is then diluted with ethyl acetate
8. washwashed with sat. ammonium acetate solution and brine
9. dry with materialdried over MgSO4
10. concentrationconcentrated
11. customThe residue is purified by flash chromatography (silica, 40% ethyl acetate in hexanes)