Reaktion #320066

Reaktionsgleichung

methylene chloride

(±)-3-buten-2-ol

triethylamine

2-(7-chloro-6-fluoroquinolin-2-yl)methoxy-8-iodo-11-(2-tetrahydropyranyloxy)-6,11-dihydrodibenz[b,e]oxepine

→

title compound

Ausbeute 61.3%

2-(7-Chloro-6-fluoroquinolin-2-yl)methoxy-8-(2-acetylethyl)-11-(2-tetrahydropyranyloxy)-6,11-dihydrodibenz[b,e]oxepine

Ausbeute 61.3%

Lösungsmittel

acetonitrile

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigeobtain in Reference example 73
2. 2
   Temperaturthe mixture was refluxed
3. 3
   Temperaturunder heating for 5.5 hours
4. 4
   Sonstigethe organic layer was separated
5. 5
   Waschenwashed with water
6. 6
   Trocknendried over anhydrous sodium sulfate
7. 7
   SonstigeAfter the solvent was removed

Vorschrift

0.2 g of (±)-3-buten-2-ol, 1.4 mg of palladium (II) acetate and 0.27 g of triethylamine were added to 1.36 g of 2-(7-chloro-6-fluoroquinolin-2-yl)methoxy-8-iodo-11-(2-tetrahydropyranyloxy)-6,11-dihydrodibenz[b,e]oxepine obtain in Reference example 73 dissolved in 2.5 ml of acetonitrile and the mixture was refluxed under heating for 5.5 hours. After 60 ml of methylene chloride and 60 ml of ice water were added to this reaction mixture, the organic layer was separated, washed with water and dried over anhydrous sodium sulfate. After the solvent was removed, the residue was applied to silica gel column chromatography to obtain 0.76 g of the title compound.

Quelle