Reacción #81410

Ecuación de reacción

4-(2-methylphenyl)cyclohexanone

sulfuryl chloride

sodium bicarbonate

→

2-Chloro-4-(2-methylphenyl)cyclohexanone

Disolventes

methylene chloride

methylene chloride

Condiciones de reacción

Tratamiento posterior

1. 1
   OtroPrepared in analogy with a method in Hussey
2. 2
   OtroTo a 500 mL round-bottomed flask equipped with nitrogen inlet
3. 3
   OtroThe organic layer was separated
4. 4
   Lavadowashed again with saturated aqueous sodium bicarbonate solution
5. 5
   Secadodried over sodium sulfate
6. 6
   Otroevaporated to a yellow oil, 41 grams (100%), as a mixture of diastereomers which

Procedimiento

Prepared in analogy with a method in Hussey, A. S. and Herr, R. R., J. Org. Chem., 24, 843 (1959). To a 500 mL round-bottomed flask equipped with nitrogen inlet were added 33.3 grams (0.177 tool) of 4-(2-methylphenyl)cyclohexanone and 200 mL methylene chloride. To the stirring solution was added dropwise over 30 minutes a solution of 17.1 mL (0.212 mol) sulfuryl chloride in 10 mL methylene chloride. The reaction was stirred 14 hours at room temperature and poured into saturated aqueous sodium bicarbonate solution. The organic layer was separated, washed again with saturated aqueous sodium bicarbonate solution, dried over sodium sulfate, and evaporated to a yellow oil, 41 grams (100%), as a mixture of diastereomers which was used directly in the next step.

Fuente