ChemicalBook CAS DataBase List 2-CHLORO-N-CYCLOHEXYL-ACETAMIDE

2-CHLORO-N-CYCLOHEXYL-ACETAMIDE synthesis

7synthesis methods

Product Name:2-CHLORO-N-CYCLOHEXYL-ACETAMIDE
CAS Number:23605-23-4
Molecular formula:C8H14ClNO
Molecular Weight:175.66

108-91-8 Synthesis

108-91-8
631 suppliers
$10.00/5mL

75-36-5 Synthesis

75-36-5
591 suppliers
$17.92/100G

23605-23-4
61 suppliers
$45.00/25mg

Yield: 93%

Reaction Conditions:

Stage #1:cyclohexylamine;acetyl chloride in acetonitrile at 15 - 20;
Stage #2: with hydrogenchloride in water;acetonitrile

Steps:

A.1.2
Example A.I.I : General procedure 1 (GPl)The amine (2.1 equiv) was dissolved in acetonitrile (1 mL per mmol acyl halide) and added drop wise to a stirred solution of the acyl halide (1.0 equiv) in acetonitrile (1 mL per mmol acyl halide) at ca. 15⁰C. The reaction was stirred at room temperature for 1-2 hours then the reaction was diluted with ethyl acetate (2 mL per mmol acyl halide). The organic layer was washed with aqueous hydrochloric acid (1.2 M, 1 mL per mmol acyl halide then 10 ml) and the aqueous layer was extracted with ethyl acetate (1 mL per mmol acyl halide). The combined organic layers were washed with aqueous sodium carbonate (IM, 0.5mL per mmol acyl halide), dried over magnesium sulphate, filtered and concentrated to give the product.Example A.1.2: 2-Chloro-/V-cyclohexylacetamide (002NK13)Cyclohexylamine (21 mmol, 2.08 g) and acetyl chloride (10 mmol, 1.12 g) were used according to GPl to give 2-chloro-Λ/-cyclohexylacetamide (1.631 g, 93%) as fluffy white crystals. ¹H NMR (CDCI₃) δ 6.44 (IH, broad s, CO-NH-CH), 4.02 (2H, s, CI-CH₃), 3.89 (IH, m, CO- NH-CH), 1.92 (2H, m, cyclohexyl), 1.74 (2H, m, cyclohexyl), 1.63 (IH, m, cyclohexyl), 1.38 (2H, m, cyclohexyl), 1.25 (2H, m, cyclohexyl), 1.16 (IH, m, cyclohexyl).HPLC phosphate buffer: R_t 8.47 mins (98.5 % pure).

References:

NENSIUS RESEARCH A/S;KELLY, Nicholas;WELLEJUS, Anja;JØRGENSEN, Signe, Humle;WEIDNER, Morten, Sloth WO2011/945, 2011, A2 Location in patent:Page/Page column 36

108-91-8 Synthesis

108-91-8
631 suppliers
$10.00/5mL

79-04-9 Synthesis