反应详情

A solution of 1,4-dihydronaphthalene (32.5 g, 0.25 M) in 300 ml chloroform is cooled in an ice bath and, while stirring, is treated portionwise with 61 g (~20% excess) of 85% m-chloroperbenzoic acid. The mixture is stirred overnight at room temperature. After cooling in an ice bath, the solids are removed by filtration. The filtrate is washed twice with 5% K2CO3 solution, dried over MgSO4, filtered and the solvent is removed in vacuo leaving 37.7 g of yellow partially crystalline material. This is distilled from a small amount of solid K2CO3. After removal of some low boiling material, 16.0 g (44%) of the desired epoxide is collected, boiling point 95°-110° at 0.1 mm.

1. stirringThe mixture is stirred overnight at room temperature
2. temperatureAfter cooling in an ice bath
3. customthe solids are removed by filtration
4. washThe filtrate is washed twice with 5% K2CO3 solution
5. dry with materialdried over MgSO4
6. filtrationfiltered
7. customthe solvent is removed in vacuo
8. customleaving 37.7 g of yellow partially crystalline material
9. distillationThis is distilled from a small amount of solid K2CO3
10. customAfter removal of some low boiling material, 16.0 g (44%) of the desired epoxide
11. customis collected