تفاعل #631986

معادلة التفاعل

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

NEt3

dimethylamino pyridine

benzoylchloride

HCl

→

product

المردود 77.2%

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

المردود 77.2%

المذيبات

CH2Cl2

ظروف التفاعل

المعالجة

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

الإجراء التجريبي

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%).

المصدر