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

HRID 2396923Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2396923
[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-b7c77086d49a4130bddc33484b53f015
Quelldatensatz
uspto-grants-1996_02
Patentnummer
US05495023

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