반응 #3058

반응 방정식

cycloheptylamine

diisopropylethylamine

bromoacetyl bromide

→

solid

수율 89.7%

Bromo-N-cycloheptyl acetamide

수율 89.7%

용매

methylene chloride

water

반응 조건

후처리

1. 1
   기타To a -20° C.
2. 2
   workup.STIRRINGstirred for an additional 30 minutes
3. 3
   기타The organic layer was separated
4. 4
   세척washed with water (3×100 mL)
5. 5
   건조dried over magnesium sulfate
6. 6
   농축concentrated in vacuo

실험 절차

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%).

출처