반응 #2326398

반응 방정식

3-hydroxy-1-(2,6,6-trimethyl-2-cyclohexen-1-yl)-1-butanone

NEt3

dimethylamino pyridine

benzoylchloride

HCl

→

product

수율 77.2%

1-methyl-3-oxo-3-(2,6,6-trimethyl-2-cyclohexen-1-yl)propyl benzoate

수율 77.2%

용매

CH2Cl2

반응 조건

후처리

1. 1
   추출extracted twice with ether
2. 2
   세척washed with water, saturated aqueous NaHCO3
3. 3
   건조Finally, the organic phases were dried over Na2SO4
4. 4
   농축concentrated at 50-60°/0.03 mbar) and
5. 5
   기타purified by flash-chromatography over SiO2 (cyclohexane/AcOEt=97:3)

실험 절차

To a solution of 3-hydroxy-1-(2,6,6-trimethyl-2-cyclohexen-1-yl)-1-butanone (4.00 g, 92% pure, 17.5 mmol), NEt3 (3.2 ml, 22.85 mmol) and dimethylamino pyridine (DMAP) (400 mg) in CH2Cl2 (100 ml) was added benzoylchloride (2.43 ml, 20.94 mmol). The reaction medium was stirred for 65 h at room temperature. Then, the mixture was acidified with 5% aqueous HCl and extracted twice with ether and washed with water, saturated aqueous NaHCO3 and then with saturated aqueous NaCl. Finally, the organic phases were dried over Na2SO4, concentrated at 50-60°/0.03 mbar) and purified by flash-chromatography over SiO2 (cyclohexane/AcOEt=97:3). 4.25 g of product were thus obtained (yield: 73%).

출처