Reaktion #50475

Reaktionsgleichung

methyl 4-chlorosalicylate

methyl 3-bromopropionate

potassium carbonate

→

desired material

Ausbeute 102.6%

4- Chloro-2-(2-methoxy-1-methyl-2-oxoethoxy)benzoic acid, methyl ester

Ausbeute 102.6%

Lösungsmittel

dimethyl formamide

water

Reaktionsbedingungen

Aufarbeitung

1. 1
   ExtraktionThe mixture was extracted with ether
2. 2
   Waschenthe organics were washed with water
3. 3
   SonstigeThe organic layer was dried
4. 4
   Sonstigeevaporated

Vorschrift

A solution of methyl 4-chlorosalicylate (5.0 g) in dimethyl formamide (10 ml) was treated sequentially with methyl 3-bromopropionate (4.0 g) and potassium carbonate (6.0 g). The mixture was stirred at room temperature for 18 hrs and diluted with water. The mixture was extracted with ether and the organics were washed with water. The organic layer was dried and evaporated to give the desired material (6.7 g) as a low melting solid. NMR: 7.8 (d, 1H), 7.2 (m 1H), 6.9 (m, 1H), 4.8 (q, 1H), 3.9 (s, 3H), 3.8 (s, 3H), 1.7 (d, 3H).

Quelle