4-(2-HYDROXY-ETHYL)-CYCLOHEXANONE synthesis

11synthesis methods

Product Name:4-(2-HYDROXY-ETHYL)-CYCLOHEXANONE
CAS Number:32863-01-7
Molecular formula:C8H14O2
Molecular Weight:142.2

4-(2-Hydroxyethyl)cyclohexanol (cis- and trans- mixture)

74058-21-2
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$131.00/1g

32863-01-7
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$155.00/50mg

Yield:32863-01-7 95%

Reaction Conditions:

Stage #1: 4-(2-Hydroxyethyl)cyclohexanolwith acetic acid at 18 - 21; for 0.583333 h;
Stage #2: with sodium hypochlorite in water; for 0.75 h;

Steps:

U.2

To a solution of 10 g (69 mmol) of 4-(2-hydroxyethyl)cyclohexanol in 50 mL of acetic acid maintained at a temperature between 18 and 21⁰C are added over 35 min 35.9ml_ (79mmol) of an aqueous sodium hypochlorite solution. The mixture is further stirred for 45 min, TLC analysis indicating disappearance of starting material. Isopropanol (0.8 mL) is added, followed 10 min later by water (75 mL) and dichloromethane (100 mL). The two phases are separated by decantation and the aqueous phase is extracted with dichloromethane (50 ml_). Combined organic phases are washed with an aqueous 3N sodium hydroxide solution (70 ml_). This alcaline aqueous phase is extraced back with dichloromethane (30 ml_). Combined organic phases are dried over magnesium sulfate and concentrated under reduced pressure to give 9.42 g (95%) of the title compound.TLC (ethyl acetate/heptane 75/25): Rf = 0.29

References:

WO2007/148208,2007,A2 Location in patent:Page/Page column 92-93

58012-34-3 Synthesis