Reaktion #9896

ord-aade5df588aa4d7984bc144871052427

Reaktionsgleichung

O=C1CCCCCO1
ε-caprolactone
O=S(=O)(O)O
H2SO4
CO
MeOH
COC(=O)CCCCCO
6-hydroxy-hexanoic acid methyl ester

Reagenzien

Keine

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Einengenconcentrated
  2. 2
    workup.ADDITIONWater was added to the residue
  3. 3
    ExtraktionThe aqueous layer was extracted with ether
  4. 4
    WaschenThe combined organic layers were washed with water
  5. 5
    Sonstigedried
  6. 6
    Einengenconcentrated

Vorschrift

A solution of ε-caprolactone (11.4 g, 0.100 mol), MeOH (300 mL) and concentrated H2SO4 (5 mL) was refluxed overnight. The resulting mixture was cooled to room temperature and concentrated. Water was added to the residue and the pH was adjusted to 7 with solid NaHCO3. The aqueous layer was extracted with ether. The combined organic layers were washed with water, dried and concentrated to give 6-hydroxy-hexanoic acid methyl ester as a colorless oil, which was used in the next step without further purification.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07091357B2uspto-grants-2006_08