7-Methoxy-3,7-Dimethyloctanal → HCID 53925657, Verbindung

HRID 1658874Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1658874
[CH3:1][CH:2]([CH2:6][CH2:7][CH2:8][C:9]([CH3:13])([O:11][CH3:12])[CH3:10])[CH2:3][CH:4]=O.[CH3:14][O:15][C:16](=[O:29])/[C:17](/[CH3:28])=[C:18](\P(OCC)(OCC)=O)/[CH3:19].[Na]>C1C=CC=CC=1.CO>[CH3:14][O:15][C:16](=[O:29])[C:17]([CH3:28])=[CH:18][CH:19]=[CH:4][CH2:3][CH:2]([CH3:1])[CH2:6][CH2:7][CH2:8][C:9]([O:11][CH3:12])([CH3:13])[CH3:10]

Komponenten

6

Edukt 3

HCID 192237-Methoxy-3,7-DimethyloctanalHCID 5360545SodiumHCID 86733613HCID 86733613, Verbindung

Produkt 1

HCID 53925657HCID 53925657, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 241BenzeneLösungsmittelHCID 887MethanolLösungsmittel

Reaktionsbedingungen

Temperatur
60 °C

Versuchsvorschrift

29.5 g of 3,7-dimethyl-7-methoxy-octanal and 42 g of diethylphosphono-α-methyl-crotonic acid methyl ester are dissolved in 100 ml of absolute benzene. To this solution there is added dropwise 4.1 g of sodium dissolved in 50 ml of absolute methanol. The mixture is stirred for 5 hours at 60°C., poured on to ice-water and extracted with diethyl ether. The ethereal solution is washed with water, then with aqueous sodium bicarbonate solution and once again with water, dried with sodium sulphate, filtered and concentrated on a rotary evaporator. After chromatography on a 30-fold amount of Kieselgel, using hexane/diethyl ether (9:1 parts by volume) as the eluant, there is obtained 11-methoxy-2,7,11-trimethyl-2,4-dodecadienoic acid methyl ester; boiling point 100°C/0.002 mmHg.

Aufarbeitung

  1. extractionextracted with diethyl ether
  2. washThe ethereal solution is washed with water
  3. dry with materialwith aqueous sodium bicarbonate solution and once again with water, dried with sodium sulphate
  4. filtrationfiltered
  5. concentrationconcentrated on a rotary evaporator

Quellen und Nachweise

ORD-Eintrag
ord-6cdc5275c9c442d39ca810b19e17710d
Quelldatensatz
uspto-grants-1976_06
Patentnummer
US03966780

Notizen zur Reaktion

Wird geladen…