反応 #73862

反応方程式

1,4-oxazepan-5-one

di-tert-butylcarbonate

dimethylaminopyridine

triethylamine

→

title compound

tert-Butyl 5-oxo-1,4-oxazepane-4-carboxylate

溶媒

water

dichloromethane

反応条件

後処理

1. 1
   workup.ADDITIONwas added dropwise
2. 2
   抽出the aqueous layer was extracted with chloroform
3. 3
   洗浄The organic layer was washed with saturated aqueous solution of ammonium chloride and brine
4. 4
   乾燥dried over sodium sulfate
5. 5
   濃縮concentrated under reduced pressure
6. 6
   その他The obtained residue was purified with silica gel column (hexane/ethyl acetate=90/10 to 0/100)

実験手順

To a solution of 1,4-oxazepan-5-one (6.9 g, 60.0 mmol) in dichloromethane (120.0 mL) were added di-tert-butylcarbonate (1.75 g, 8.00 mmol) and dimethylaminopyridine (7.90 g, 65.0 mmol), and triethylamine (12.5 mL, 90.0 mmol) was added dropwise. After stirring for 16 hours at room temperature, to the mixture was added water, and the aqueous layer was extracted with chloroform. The organic layer was washed with saturated aqueous solution of ammonium chloride and brine, and then dried over sodium sulfate, and concentrated under reduced pressure. The obtained residue was purified with silica gel column (hexane/ethyl acetate=90/10 to 0/100) to give the title compound (7.30 g, 37.2 mmol, 62%).

出典