Reaktion #2328975

ord-e1d4794e4b5445aaa657612a11aa3e60

Reaktionsgleichung

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

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Temperaturby refluxing for 6 hours
  2. 2
    Einengenconcentrated under reduced pressure
  3. 3
    workup.ADDITION150 mL of hexane was added
  4. 4
    Sonstigethe methanol layer was separated
  5. 5
    Extraktionthe methanol layer was extracted with hexane
  6. 6
    Waschenthe mixture was washed with saturated saline
  7. 7
    TrocknenThe organic layer was dried over anhydrous sodium sulfate
  8. 8
    Einengenconcentrated

Vorschrift

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.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07670504B2uspto-grants-2010_03