反応 #3058

反応方程式

cycloheptylamine

diisopropylethylamine

bromoacetyl bromide

→

solid

収率 89.7%

Bromo-N-cycloheptyl acetamide

収率 89.7%

溶媒

methylene chloride

water

反応条件

後処理

1. 1
   その他To a -20° C.
2. 2
   workup.STIRRINGstirred for an additional 30 minutes
3. 3
   その他The organic layer was separated
4. 4
   洗浄washed with water (3×100 mL)
5. 5
   乾燥dried over magnesium sulfate
6. 6
   濃縮concentrated in vacuo

実験手順

To a -20° C. solution of cycloheptylamine (6.37 mL, 50.0 mmol) and diisopropylethylamine (9.58 mL, 55.0 mmol) in methylene chloride (250 mL) was slowly added bromoacetyl bromide (4.78 mL, 55.0 mmol). The reaction mixture was warmed to room temperature over 20 minutes and stirred for an addition 30 minutes. The reaction mixture was diluted with water (100 mL) and stirred for an additional 30 minutes. The organic layer was separated, washed with water (3×100 mL), dried over magnesium sulfate and concentrated in vacuo to afford a beige solid (10.5 g). The crude material was further purified by silica gel flash column chromatography using hexane-ethyl acetate (1:1) as the eluent to give the purified title compound as a whim solid (9.77 g, 83%).

出典