Reaktion #591765

Reaktionsgleichung

Lithium bis(trimethylsilyl)amide

2-(4-Chloro-2-[1,3]dioxolan-2-yl-phenoxy)-pentanoic acid ethyl ester

1-iodopropane

→

title compound

Ausbeute 67.4%

2-(4-chloro-2-[1,3]dioxolan-2-yl-phenoxy)-2-propyl pentanoic acid ethyl ester

Ausbeute 67.4%

Lösungsmittel

THF

ethyl acetate

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturto warm to room temperature
2. 2
   workup.STIRRINGstirred for 2 h
3. 3
   Waschenwashed with a saturated aqueous solution of NH4Cl
4. 4
   Sonstigethe organic layer was separated
5. 5
   Trocknendried over anhydrous Na2SO4
6. 6
   Einengenconcentrated

Vorschrift

Lithium bis(trimethylsilyl)amide (26 mL, 26 mmol, 1 M in THF) was slowly added to a solution of 2-(4-Chloro-2-[1,3]dioxolan-2-yl-phenoxy)-pentanoic acid ethyl ester (6.6 g, 20 mmol) in anhydrous THF (60 mL) at −78° C. After the mixture was stirred for 30 min at −78° C., 1-iodopropane (4 mL, 40 mmol) was added. The mixture was allowed to warm to room temperature and stirred for 2 h. Then the mixture was diluted with ethyl acetate, washed with a saturated aqueous solution of NH4Cl, and the organic layer was separated, dried over anhydrous Na2SO4 and concentrated to give the title compound as a yellow oil (5 g).

Quelle