Cycloheptylamine → 2-Bromo-N-(cycloheptyl)acetamide

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 rganic 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 white solid (9.77 g, 83%).

1. customTo a −20° C.
2. stirringstirred for an additional 30 minutes
3. customThe rganic layer was separated
4. washwashed with water (3×100 mL)
5. dry with materialdried over magnesium sulfate
6. concentrationconcentrated in vacuo

ORD-Eintrag

ord-0035ec86722d4fb08b67806f51a23354

Quelldatensatz

uspto-grants-2003_12

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US06660466B1