Reaktion #1566505

Reaktionsgleichung

tert-butyl N,N-bis(2-((Z)-octadec-9-enoyloxy)ethyl)carbamate

trifluoroacetic acid

→

compound 73

Ausbeute 94.8%

N,N-bis(2-((Z)-Octadec-9-enoyloxy)ethyl)amine

Ausbeute 94.8%

Lösungsmittel

dichloromethane

Reaktionsbedingungen

Aufarbeitung

1. 1
   ExtraktionThe aqueous layer was extracted with chloroform
2. 2
   workup.ADDITIONafter adding a saturated sodium bicarbonate aqueous solution to the reaction solution
3. 3
   WaschenThe organic layer was washed with saturated brine
4. 4
   Trocknendried over anhydrous magnesium sulfate
5. 5
   Einengenconcentrated under reduced pressure
6. 6
   Filtrationafter filtration
7. 7
   SonstigeThe resulting residue was purified by silica gel column chromatography (chloroform/methanol=100/0 to 96/4)

Vorschrift

The resulting tert-butyl N,N-bis(2-((Z)-octadec-9-enoyloxy)ethyl)carbamate (1.22 g, 1.66 mmol) was dissolved in dichloromethane (30 mL), and stirred at room temperature for 3.5 hours after adding trifluoroacetic acid (2.56 mL, 33.2 mmol). The aqueous layer was extracted with chloroform after adding a saturated sodium bicarbonate aqueous solution to the reaction solution. The organic layer was washed with saturated brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure after filtration. The resulting residue was purified by silica gel column chromatography (chloroform/methanol=100/0 to 96/4) to give compound 73 (998 mg, 94.6%).

Quelle