Reacción #2314283
ord-e3313ea46cd7402aa009ca69600977fe
Ecuación de reacción
HCl
acid chloride
(4-(4-Methyl-3-pentenyl)-3-cyclohexenyl)acetyl chloride
anisole
→
4-Methoxyphenyl (4-(4-methyl-3-pentenyl)-3-cyclohexenyl)methyl ketone
Reactantes
Reactivos
Ninguno
Disolventes
Condiciones de reacción
Condiciones detalladas
See reaction.notes.procedure_details.
Tratamiento posterior
- 1Temperaturacooled in an ice/ethanol bath
- 2workup.STIRRINGstirred for 30 minutes
- 3ExtracciónThe aqueous layer is extracted with dichloromethane
- 4Lavadothe combined organic layers are sequentially washed with water, sodium bicarbonate, and water
- 5Secadodried over magnesium sulfate
- 6ConcentraciónThe solution is concentrated in vacuo
Procedimiento
A solution of acid chloride 2C (R=4-Methyl-3-pentenyl) (10 g) in anhydrous dichloromethane (100 mL) is added dropwise to a mixture of ferric chloride (7.8 g) and anisole 2D (4.5 g) in dichloromethane (175 mL), cooled in an ice/ethanol bath. The resulting mixture is gradually warmed to room temperature and stirred overnight. The mixture is poured into 25% HCl (150 mL) and stirred for 30 minutes. The aqueous layer is extracted with dichloromethane, and the combined organic layers are sequentially washed with water, sodium bicarbonate, and water, then dried over magnesium sulfate. The solution is concentrated in vacuo.