ChemicalBook CAS DataBase List Ethanone, 2-bromo-1-cyclohexyl- (9CI)

Ethanone, 2-bromo-1-cyclohexyl- (9CI) synthesis

12synthesis methods

Product Name:Ethanone, 2-bromo-1-cyclohexyl- (9CI)
CAS Number:56077-28-2
Molecular formula:C8H13BrO
Molecular Weight:205.09

Ethanamine, N-[(3,5-dichlorophenyl)methylene]-2,2-diethoxy-

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Yield: 78%

Reaction Conditions:

with hydrogen bromide in hexane;water at 20; for 2 h;

Steps:

The obtained cyclohexyl diazomethyl ketone was dissolved in hexanes (8.2 mL), and HBr (0.69 mL of 48% aqueous HBr solution, 6.16 mmol of HBr, 1.5 equiv.) was added slowly, and vigorous bubbling was observed. After solution was stirred at rt for 2 h, saturated NaHCO3 solution (5 mL) was added and the mixture was stirred for an additional 5 min, washed with H2O (3 x 10 mL), and dried over anhydrous Na2SO4. Filtration and concentration gave pure 2-bromo-1-cyclohexylethanone 20 (660 mg, 3.23 mmol, 78%), as a pale yellow liquid.

References:

Kong, Han Il;Crichton, Jennifer E.;Manthorpe, Jeffrey M. [Tetrahedron Letters,2011,vol. 52,# 29,p. 3714 - 3717] Location in patent:supporting information; experimental part