Reaktion #172289

Reaktionsgleichung

MeONa

4-chloro-2-(trifluoromethyl)benzaldehyde

triethoxymethane

→

4-chloro-1-(dimethoxymethyl)-2-(trifluoromethyl)benzene

Ausbeute 63.0%

Lösungsmittel

methanol

methanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThe resulting reaction mixture
2. 2
   SonstigeThe solvent was removed under reduced pressure
3. 3
   workup.ADDITIONthe resulting residue was diluted with water
4. 4
   ExtraktionThe mixture was extracted with ethyl acetate (3×50 mL)
5. 5
   Trocknenthe combined organic layers were dried (Na2SO4)
6. 6
   Einengenconcentrated under reduced pressure

Vorschrift

To a stirred solution of 4-chloro-2-(trifluoromethyl)benzaldehyde (17; 4.20 g, 20.0 mmol) in methanol (25 mL) was added triethoxymethane (3.60 g, 24.0 mmol) at 0° C. The resulting reaction mixture was warmed to room temperature and stirred for 12 h. A solution of MeONa in methanol was added to adjust the pH=10. The solvent was removed under reduced pressure and the resulting residue was diluted with water. The mixture was extracted with ethyl acetate (3×50 mL) and the combined organic layers were dried (Na2SO4) and concentrated under reduced pressure to give 4-chloro-1-(dimethoxymethyl)-2-(trifluoromethyl)benzene 18 (3.20 g, 12.6 mmol, 63%).

Quelle