Reacción #2314283

ord-e3313ea46cd7402aa009ca69600977fe

Ecuación de reacción

Cl
HCl
CC(C)=CCCC1=CCC(CC(=O)Cl)CC1
acid chloride
CC(C)=CCCC1=CCC(CC(=O)Cl)CC1
(4-(4-Methyl-3-pentenyl)-3-cyclohexenyl)acetyl chloride
COc1ccccc1
anisole
COc1ccc(C(=O)CC2CC=C(CCC=C(C)C)CC2)cc1
4-Methoxyphenyl (4-(4-methyl-3-pentenyl)-3-cyclohexenyl)methyl ketone

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Temperaturacooled in an ice/ethanol bath
  2. 2
    workup.STIRRINGstirred for 30 minutes
  3. 3
    ExtracciónThe aqueous layer is extracted with dichloromethane
  4. 4
    Lavadothe combined organic layers are sequentially washed with water, sodium bicarbonate, and water
  5. 5
    Secadodried over magnesium sulfate
  6. 6
    ConcentraciónThe 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.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US06413448B1uspto-grants-2002_07