Réaction #1095916

Équation de réaction

hydroxylamine hydrochloride

ethanol

2,6-dimethylcyclohexanone

→

cis-2,6-dimethyl cyclohexanone oxime

trans-2,6-dimethylcyclohexanone oxime

Solvants

pyridine

Conditions de réaction

Traitement

1. 1
   workup.ADDITIONwas added dropwise at 0° C.
2. 2
   ConcentrationThe reaction mixture was concentrated
3. 3
   workup.ADDITIONwater was added to the residue
4. 4
   Extractionthe mixture was extracted with ethyl acetate three times
5. 5
   LavageThe organic layers were washed with a saturated sodium chloride aqueous solution
6. 6
   Séchagedried over anhydrous magnesium sulfate
7. 7
   Concentrationconcentrated

Mode opératoire

Into 80 ml of ethanol were suspended 5 g of 2,6-dimethylcyclohexanone and 5.51 g of hydroxylamine hydrochloride, 9.4 g of pyridine was added dropwise at 0° C., and the mixture was stirred for 4 hours at room temperature. The reaction mixture was concentrated, water was added to the residue, the mixture was extracted with ethyl acetate three times. The organic layers were washed with a saturated sodium chloride aqueous solution, dried over anhydrous magnesium sulfate and concentrated. The residue was subjected to silica gel column chromatography to obtain 3.1 g of cis-2,6-dimethyl cyclohexanone oxime and 1.3 g of trans-2,6-dimethylcyclohexanone oxime.

Source