反应详情

Sodium hydride (3.04 g of a 50% oil dispersion, 127 mmol) is suspended in dimethylformamide (300 ml) and the suspension is cooled to 0° C. t-Butyl methyl malonate (20.08 g, 115 mmol) is added dropwise slowly and the reaction mixture is warmed to room temperature. 1,7-Dibromoheptane (29.75 g, 115 mmol) is added dropwise and the mixture is stirred for 3 hours. The mixture is partitioned between diethyl ether (500 ml) and water (1000 ml). The organic layer is washed with water (3×500 ml), brine (1×500 ml), dried (MgSO4) and the solvent is evaporated. The product is purified by silica gel chromatography (10% ethyl acetate/hexane) to give t-butyl methyl 7-bromoheptylmalonate as an oil.

1. additionis added dropwise slowly
2. customThe mixture is partitioned between diethyl ether (500 ml) and water (1000 ml)
3. washThe organic layer is washed with water (3×500 ml), brine (1×500 ml)
4. dry with materialdried (MgSO4)
5. customthe solvent is evaporated
6. customThe product is purified by silica gel chromatography (10% ethyl acetate/hexane)