Reacción #64040

Ecuación de reacción

Ethoxyamine hydrochloride

sodium hydroxide

3-hydroxy-5-(2,4,6-trimethyl-3-nitrophenyl)-2-propionylcyclohex-2-en-1-one

→

2-[1-(ethoxyimino)propyl]-3-hydroxy-5-(2,4,6-trimethyl-3-nitrophenyl)cyclohex-2-en-1one

Rendimiento 83.2%

Disolventes

ethanol

Condiciones de reacción

Tratamiento posterior

1. 1
   Otrothe ethanol was removed by evaporation under reduced pressure
2. 2
   workup.ADDITIONThe residue was treated with dichloromethane
3. 3
   Lavadothe organic phase was washed twice with water
4. 4
   Secadodried over anhydrous sodium sulfate
5. 5
   OtroThe solvent was removed by evaporation under reduced pressure

Procedimiento

Ethoxyamine hydrochloride (0.26 g; 2.7 mmole) and then sodium hydroxide (0.11 g; 2.7 mmole) were added to a solution of 3-hydroxy-5-(2,4,6-trimethyl-3-nitrophenyl)-2-propionylcyclohex-2-en-1-one (0.6 g; 1.8 mmole) in absolute ethanol (150 ml). The mixture was stirred at room temperature for a period of 18 hours and then the ethanol was removed by evaporation under reduced pressure. The residue was treated with dichloromethane and the organic phase was washed twice with water and dried over anhydrous sodium sulfate. The solvent was removed by evaporation under reduced pressure to give the product, 2-[1-(ethoxyimino)propyl]-3-hydroxy-5-(2,4,6-trimethyl-3-nitrophenyl)cyclohex-2-en-1one (0.56 g; 83.2%) as a pale yellow oil. The product was characterized by proton nuclear magnetic resonance spectroscopy and the spectroscopic data is recorded in Table 5, Example 37.

Fuente