Ethyl Acetate → 5-Bromo-4-chloro-2-methoxymethoxybenzyl alcohol
反応式
[Br:1][C:2]1[C:3]([Cl:17])=[CH:4][C:5]([O:13][CH2:14][O:15][CH3:16])=[C:6]([CH:12]=1)[C:7](OCC)=[O:8].[H-].[Al+3].[Li+].[H-].[H-].[H-].C(OCC)(=O)C>C1COCC1>[Br:1][C:2]1[C:3]([Cl:17])=[CH:4][C:5]([O:13][CH2:14][O:15][CH3:16])=[C:6]([CH:12]=1)[CH2:7][OH:8]参加物
5
実験手順
In THF (800 ml) was dissolved ethyl 5-bromo-4-chloro-2-methoxymethoxybenzoate (161.4 g). To the solution was added lithium aluminum hydride (19.2 g) at 0° C. over a period of 30 minutes, and the mixture was stirred for further 30 minutes. The reaction mixture was poured into a saturated aqueous saline solution, to which was added ethyl acetate, followed by subjecting the mixture to filtration with celite. The organic layer was washed with a saturated aqueous saline solution, dried (anhydrous magnesium sulfate), and concentrated. The concentrate was purified by means of a silica gel column chromatography (eluted with ethyl acetate/hexane) to give 5-bromo-4-chloro-2-methoxymethoxybenzyl alcohol (137.9 g) (Compound B-34). The physical properties are shown in Table 8.