Reaktion #1706537

Reaktionsgleichung

(Z)-3-((3-fluorophenyl)ethynyl)-8-(methoxymethylene)-7,8,9,10-tetrahydroazepino[2,1-b]quinazolin-12(6H)-one

HCl

→

desired product

3-((3-fluorophenyl)ethynyl)-12-oxo-6,7,8,9,10,12-hexahydroazepino[2,1-b]quinazoline-8-carbaldehyde

Lösungsmittel

THF

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturat reflux for 4 h
2. 2
   Sonstigethe reaction mixture was quenched with Na2CO3 aqueous
3. 3
   Extraktionextracted with ethyl acetate (3×50 mL)
4. 4
   TrocknenThe combined organic layers were dried over Na2SO4
5. 5
   FiltrationAfter filtration and concentration
6. 6
   Sonstigethe residue was purified by silica gel chromatography

Vorschrift

A solution of (Z)-3-((3-fluorophenyl)ethynyl)-8-(methoxymethylene)-7,8,9,10-tetrahydroazepino[2,1-b]quinazolin-12(6H)-one (0.1 g, 0.8 mmol, 1 equiv) and 4N HCl (4 mL) in THF (20 mL) was heated at reflux for 4 h. After it was cooled to rt, the reaction mixture was quenched with Na2CO3 aqueous and extracted with ethyl acetate (3×50 mL). The combined organic layers were dried over Na2SO4. After filtration and concentration, the residue was purified by silica gel chromatography to give the desired product. MS (ESI): 361 (MH+).

Quelle