Reacción #1166460

ord-5412cd347e4d41da874c2b78f54ff4ce

Ecuación de reacción

Cl
hydrochloric acid
CCN(CC)CC
triethylamine
CCC[C@H]1CC[C@H](C(=O)Cl)CC1
trans-4-n-propylcyclohexanecarbonyl chloride
O
water
CCC[C@H]1CC[C@H](C(=O)OCC)CC1
ethyl trans-4-n-propylcyclohexylcarboxylate

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Extracciónextracted with isopropyl ether
  2. 2
    LavadoThe organic layer was repeatedly washed with water until the aqueous layer
  3. 3
    Secadoby drying with magnesium sulfate, distilling-off of the solvent and purification by silica gel column chromatography

Procedimiento

A small amount of triethylamine was added to 10 g (53.6 mmol) of trans-4-n-propylcyclohexanecarbonyl chloride dissolved in 30 ml of ethanol, followed by 10 hours of stirring at room temperature. The reaction mixture was poured into 100 ml of iced water, acidified with 6N-hydrochloric acid and extracted with isopropyl ether. The organic layer was repeatedly washed with water until the aqueous layer became neutral, followed by drying with magnesium sulfate, distilling-off of the solvent and purification by silica gel column chromatography to obtain 9.9 g of ethyl trans-4-n-propylcyclohexylcarboxylate.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US05580489uspto-grants-1996_12