Reaktion #1118770

ord-50017d6bfcd24e6fb6d6b4362a94966e

Reaktionsgleichung

C=CCCCC(=O)O
5-Hexenoic acid
Cc1ccccc1S(=O)(=O)O.O
toluene sulfonic acid monohydrate
C=CCCCC(=O)OC
title compound
Ausbeute 84.0%
C=CCCCC(=O)OC
Methyl 5-Hexenoate
Ausbeute 84.0%

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    TemperaturThe solution was cooled
  2. 2
    Einengenconcentrated
  3. 3
    workup.ADDITIONthen poured into ether/water
  4. 4
    TrocknenThe ether layer was dried over sodium sulfate
  5. 5
    Einengenconcentrated

Vorschrift

5-Hexenoic acid (4.9 g, 42.9 mmol) was refluxed in 80 ml of methanol with catalytic p toluene sulfonic acid monohydrate for 40 hours. The solution was cooled and concentrated then poured into ether/water. The ether layer was dried over sodium sulfate and concentrated to give 4.6 g (35.9 mmol), 84% of the title compound.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US04954520uspto-grants-1990_09