Potassium Hydroxide → chrysanthemic acid d-trans-form

HRID 267574

Reaktionsgleichung

Reaktionsgleichung von HRID 267574
[CH3:1][C:2]([CH3:13])=[CH:3][CH:4]1[C:6]([CH3:8])([CH3:7])[CH:5]1[C:9]([O:11][CH3:12])=[O:10].[OH-].[K+]>CO>[CH3:1][C:2]([CH3:13])=[CH:3][C@H:4]1[C:6]([CH3:7])([CH3:8])[C@@H:5]1[C:9]([OH:11])=[O:10].[CH3:1][C:2]([CH3:13])=[CH:3][CH:4]1[C:6]([CH3:7])([CH3:8])[CH:5]1[C:9]([O:11][CH3:12])=[O:10]

Komponenten

5

Edukt 2

HCID 14797Potassium HydroxideHCID 91127Methyl chrysanthemate

Produkt 2

HCID 16747chrysanthemic acid d-trans-formAusbeute 83 %HCID 91127Methyl chrysanthemate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

In a 100 ml volume four-necked flask, there were charged methyl chrysanthemate consisting of 40.0 % of the cis-isomer and 60.0 % of the trans-isomer (20.0 g; trans-isomer, 0.066 mol), a 10 % aqueous solution of potassium hydroxide (33 g; 0.059 mol) and methanol (20 g), and the mixture was stirred at 50°C for 4 hours as in Example 1. After the removal of methanol by distillation, the reaction mixture was treated as in Example 4 to give trans-chrysanthemic acid (9.4 g; trans-isomer, 83 %) and unreacted methyl chrysanthemate (9.6 g).

Aufarbeitung

  1. customAfter the removal of methanol
  2. distillationby distillation
  3. additionthe reaction mixture was treated as in Example 4

Quellen und Nachweise

ORD-Eintrag
ord-78257b6ef7db47e78132e2a733b3fcf6
Quelldatensatz
uspto-grants-1976_03
Patentnummer
US03943167

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