Reaktion #575334

ord-38b575bca1d94ac9b544ec23065db09a

Reaktionsgleichung

COC(=O)CC(O)CCC=C(C)CCC=C(C)CCC=C(C)C
methyl 3-hydroxy-7,11,15-trimethylhexadeca-6,10,14-trienoate
[Na+].[OH-]
sodium hydroxide
→
CC(C)=CCCC(C)=CCCC(C)=CCCC(O)CC(=O)O
title compound
CC(C)=CCCC(C)=CCCC(C)=CCCC(O)CC(=O)O
3-Hydroxy-7,11,15-trimethylhexadeca-6,10,14-trienoic acid

Edukte

COC(=O)CC(O)CCC=C(C)CCC=C(C)CCC=C(C)C
methyl 3-hydroxy-7,11,15-trimethylhexadeca-6,10,14-trienoate
[Na+].[OH-]
sodium hydroxide

Reagenzien

Keine

Lösungsmittel

CCO
ethanol

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    SonstigeThe crude mixture was purified by flash chromatography on a 20 mm ID silica gel column
  2. 2
    WaschenElution of the column with choloform

Vorschrift

A solution of methyl 3-hydroxy-7,11,15-trimethylhexadeca-6,10,14-trienoate (139 mg, 430 μmol), ethanol (1 mL) and sodium hydroxide (1N, 440 μL, 440 μmol) was stirred at room temperature for two hours. The crude mixture was purified by flash chromatography on a 20 mm ID silica gel column. Elution of the column with choloform:acetic acid (40:1/v=v) gave title compound as a colorless gum.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US05298655uspto-grants-1994_03