Benzene → Isopropyl 11-methylthio-3,7,11-trimethyldodeca-2,4-dienoate

HRID 1605135Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1605135
[CH3:1][S:2][C:3]([CH3:19])([CH3:18])[CH2:4][CH2:5][CH2:6][CH:7]([CH3:17])[CH2:8][CH:9]=[CH:10][C:11]([CH3:16])=[CH:12][C:13]([OH:15])=[O:14].[CH:20]1[CH:25]=CC=C[CH:21]=1.C(Cl)(=O)C(Cl)=O.C(=O)(O)[O-].[Na+]>CCOCC.C(O)(C)C>[CH3:1][S:2][C:3]([CH3:18])([CH3:19])[CH2:4][CH2:5][CH2:6][CH:7]([CH3:17])[CH2:8][CH:9]=[CH:10][C:11]([CH3:16])=[CH:12][C:13]([O:15][CH:20]([CH3:25])[CH3:21])=[O:14]

Komponenten

7

Edukt 4

HCID 241BenzeneHCID 65578Oxalyl chlorideHCID 516892Sodium BicarbonateHCID 5422430711-Methylthio-3,7,11-trimethyldodeca-2,4-dienoic acid

Produkt 1

HCID 54300429Isopropyl 11-methylthio-3,7,11-trimethyldodeca-2,4-dienoate

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 3283Diethyl EtherLösungsmittelHCID 3776IsopropanolLösungsmittel

Versuchsvorschrift

To 0.6 g. of 11-methylthio-3,7,11-trimethyldodeca-2,4-dienoic acid in 10 ml. of dry benzene is added 0.23 ml. of oxalyl chloride at room temperature with stirring. After 2 hours, isopropanol (2ml.) is added and the mixture allowed to stand at room temperature for about 2 hours. Ether and saturated sodium bicarbonate is added and the organic phase separated. The organic phase is washed with aqueous sodium bicarbonate, saturated sodium chloride, dried over calcium sulfate and evaporated to yield isopropyl 11-methylthio-3,7,11-trimethyldodeca-2,4-dienoate.

Aufarbeitung

  1. waitto stand at room temperature for about 2 hours
  2. customthe organic phase separated
  3. washThe organic phase is washed with aqueous sodium bicarbonate, saturated sodium chloride
  4. dry with materialdried over calcium sulfate
  5. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-2275bdf051b343de9dcf80ef654d801d
Quelldatensatz
uspto-grants-1976_04
Patentnummer
US03948996

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