Water → methyl (E,E)-4-methyl-2,4-octadienoate

HRID 2295027Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2295027
[CH3:1][O-].[Na+].[CH2:4]([O:6][C:7](=[O:17])[C:8]([CH2:15][CH3:16])(CC)P(O)(O)=O)C.[CH3:18]/[C:19](=[CH:22]\[CH2:23]CC)/C=O.O>CO>[CH3:1]/[C:16](=[CH:18]\[CH2:19][CH2:22][CH3:23])/[CH:15]=[CH:8]/[C:7]([O:6][CH3:4])=[O:17]

Komponenten

6

Edukt 4

HCID 962WaterHCID 53645342-Methyl-2-hexenalHCID 10942334Sodium MethoxideHCID 17846631Ethyl diethyl-phosphonoacetate

Produkt 1

HCID 12700340methyl (E,E)-4-methyl-2,4-octadienoate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

To a 28 wt % solution of sodium methoxide in methanol (112.6 g) at 10° C. were added dropwise diethyl phosphonoacetic acid ethyl ester (110.75 g) and (E)-2-methyl-2-hexenal (50.36 g) successively under a nitrogen atmosphere. The reaction mixture was stirred at room temperature for 4 hours, poured into chilled water and extracted with dichloromethane. The extract was washed with brine, dried over anhydrous magnesium sulfate, and evaporated to give 74.88 g of crude methyl (E,E)-4-methyl-2,4-octadienoate as an oil. This oil was used in the next reaction without further purification.

Aufarbeitung

  1. additionpoured
  2. extractionextracted with dichloromethane
  3. washThe extract was washed with brine
  4. dry with materialdried over anhydrous magnesium sulfate
  5. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-5c97d93f432f46a8879fe48ed7b8ba99
Quelldatensatz
uspto-grants-1997_11
Patentnummer
US05691366

Notizen zur Reaktion

Wird geladen…