9-Decen-1-ol → Dec-9-enyl (S)-(-)-2-allyloxy-propionate

HRID 1368702Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1368702
[CH2:1]([O:4][CH:5]([CH3:11])[C:6]([O:8][CH2:9][CH3:10])=[O:7])[CH:2]=[CH2:3].[CH2:12](O)[CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19]C=C>O.CC(O[Ti](OC(C)C)(OC(C)C)OC(C)C)C>[CH2:1]([O:4][C@@H:5]([CH3:11])[C:6]([O:8][CH2:9][CH2:10][CH2:19][CH2:18][CH2:17][CH2:16][CH2:15][CH2:14][CH:13]=[CH2:12])=[O:7])[CH:2]=[CH2:3]

Komponenten

5

Edukt 2

HCID 256129-Decen-1-olHCID 535120Ethyl 2-(allyloxy)propanoate

Produkt 1

HCID 86758997Dec-9-enyl (S)-(-)-2-allyloxy-propionateAusbeute 81 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterKatalysatorHCID 178460666HCID 178460666, VerbindungKatalysator

Reaktionsbedingungen

Temperatur
80 °C

Versuchsvorschrift

3.0 g (19 mmol) of ethyl 2-allyloxypropionate are introduced into 4.5 g (28.5 mmol) of 9-decen-1-ol, and 0.56 g (2 mmol) of Ti(OiPr)4 are added. The mixture is then heated to 80° C. and stirred at a reduced pressure of 400 mbar for 5 h. A few drops of water are then added and the crude product is purified by means of flash chromatography (cyclohexane/EtOAc=25:1; Rf=0.21), giving 4.1 g (81%) of a colorless oil.

Aufarbeitung

  1. additionare added
  2. customthe crude product is purified by means of flash chromatography (cyclohexane/EtOAc=25:1; Rf=0.21)

Quellen und Nachweise

ORD-Eintrag
ord-ff87bde9a5044c3fa1afaea2697dcc1d
Quelldatensatz
uspto-grants-2003_06
Patentnummer
US06573391B1

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