Reacción #2328975

ord-e1d4794e4b5445aaa657612a11aa3e60

Ecuación de reacción

C=C[C@H]1CC[C@H](C(=O)O)CC1
trans-4-vinyl cyclohexane carboxylic acid
C[Si](C)(C)Cl
trimethylsilyl chloride
C=C[C@H]1CC[C@H](C(=O)OC)CC1
methyl trans-4-vinylcyclohexanecarboxylate

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Temperaturaby refluxing for 6 hours
  2. 2
    Concentraciónconcentrated under reduced pressure
  3. 3
    workup.ADDITION150 mL of hexane was added
  4. 4
    Otrothe methanol layer was separated
  5. 5
    Extracciónthe methanol layer was extracted with hexane
  6. 6
    Lavadothe mixture was washed with saturated saline
  7. 7
    SecadoThe organic layer was dried over anhydrous sodium sulfate
  8. 8
    Concentraciónconcentrated

Procedimiento

All of trans-4-vinyl cyclohexane carboxylic acid was dissolved in 120 mL of methanol and 0.1 g of trimethylsilyl chloride was added, followed by refluxing for 6 hours. The solution was cooling to room temperature and then concentrated under reduced pressure. 150 mL of hexane was added and the methanol layer was separated, and then the methanol layer was extracted with hexane. After combining with the organic layer, the mixture was washed with saturated saline. The organic layer was dried over anhydrous sodium sulfate and then concentrated to obtain 29.5 g of methyl trans-4-vinylcyclohexanecarboxylate.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US07670504B2uspto-grants-2010_03