反应详情

温度

60 °C

To a solution of diethyl (acetamido)[[4-(1-dodecynyl)-2-thienyl]methyl]propanedioate (12.3 g) in dry tetrahydrofuran (100 ml) was added 2M lithium borohydride/tetrahydrofuran (12.8 ml), and the mixture was stirred at 60° C. for 4 hrs. The solution was cooled, quenched with a 50:50:10 solution of methanol:water:acetic acid, and extracted with ethyl acetate. The organic extracts were evaporated, and the residue was chromatographed on silica gel (9:1 ethyl acetate:dichloromethane). The appropriate fractions were collected and evaporated. The residue was crystallized from ether:heptane to give 5.3 g (57%) of product, mp 55°-58° C.

1. temperatureThe solution was cooled
2. customquenched with a 50:50:10 solution of methanol
3. extractionwater:acetic acid, and extracted with ethyl acetate
4. customThe organic extracts were evaporated
5. customthe residue was chromatographed on silica gel (9:1 ethyl acetate:dichloromethane)
6. customThe appropriate fractions were collected
7. customevaporated
8. customThe residue was crystallized from ether