反応 #628654

反応方程式

2,2-dimethyloxan-4-one

N-Bromosuccinimide

ammonium acetate

→

title compound

収率 31.5%

5-Bromo-2,2-dimethyldihydro-2H-pyran-4(3H)-one

収率 31.5%

溶媒

ether

ethyl acetate

反応条件

後処理

1. 1
   その他Into around-bottom flask, was placed
2. 2
   洗浄The resulting mixture was washed brine (2×40 mL)
3. 3
   乾燥dried (Na2SO4)
4. 4
   ろ過filtered
5. 5
   濃縮concentrated in vacuo
6. 6
   その他The residue was purified by silica gel chromatography with ethyl acetate/petroleum ether (1:30) as the eluent

実験手順

Into around-bottom flask, was placed a solution of 2,2-dimethyloxan-4-one (1.00 g, 7.80 mmol, 1.00 equiv) in ether (20 mL). N-Bromosuccinimide (1.50 g, 25.5 mmol, 3.26 equiv) was added in portions, followed by the addition of ammonium acetate (60.0 mg, 0.78 mmol, 0.10 equiv). The resulting mixture was stirred overnight at 25° C., then diluted with ethyl acetate (20 mL). The resulting mixture was washed brine (2×40 mL), dried (Na2SO4), filtered and concentrated in vacuo. The residue was purified by silica gel chromatography with ethyl acetate/petroleum ether (1:30) as the eluent to obtain the title compound as a yellow oil (508 mg, 31%).

出典