تفاعل #631988

معادلة التفاعل

HCl

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

NEt3

tosylchloride

→

product

المردود 50.0%

1-methyl-3-oxo-3-(2,6,6-trimethyl-2-cyclohexen-1-yl)propyl 4-methyl-benzenesulfonate

المردود 50.0%

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)

الإجراء التجريبي

To a solution of 3-hydroxy-1-(2,6,6-trimethyl-2-cyclohexen-1-yl)-1-butanone (1.00 g, 92% pure, 4.38 mmol), DMAP (100 mg), and NEt3 (1.0 ml, 7.2 mmol) in CH2Cl2 (20 ml) was added, at 0° C., tosylchloride (2.02 g, 10.56 mmol). The reaction medium was stirred at room temperature for 4 days. Then, the mixture was acidified with concentrated 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). 0.76 g of product were thus obtained (yield: 50%).

المصدر