Reaktion #471986

Reaktionsgleichung

5-methoxy-4-(3-chloropropoxy)-2-nitrobenzoic acid

hydrogen

→

5-methoxy-4-(3-chloropropoxy)anthranilic acid

Ausbeute 102.1%

Lösungsmittel

methanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeIn a 50 mL volume glass flask equipped with a stirrer
2. 2
   workup.ADDITIONwas introduced into the mixture under atmospheric pressure at a rate of 50 mL/min
3. 3
   Filtrationthe reaction mixture was filtered
4. 4
   Einengenthe filtrate was concentrated under reduced pressure
5. 5
   Sonstigeto precipitate a crystalline product
6. 6
   SonstigeThe crystalline product was dried under reduced pressure

Vorschrift

In a 50 mL volume glass flask equipped with a stirrer, a thermometer, a reflux condenser and a gas inlet were placed 2.04 g (6.90 mmol) of 5-methoxy-4-(3-chloropropoxy)-2-nitrobenzoic acid (purity: 99%) obtained in Reference Example III-8 and 40 mL of methanol. The resulting mixture was heated to 40° C. under stirring. To the mixture was added 0.2 g of 5 wt. % palladium/carbon (containing 49% water) at the same temperature. The resulting mixture was heated to the same temperature for 2 hours, while hydrogen was introduced into the mixture under atmospheric pressure at a rate of 50 mL/min. After the reaction was complete, the reaction mixture was filtered and the filtrate was concentrated under reduced pressure, to precipitate a crystalline product. The crystalline product was dried under reduced pressure, to give 1.83 g (isolated yield: 97.0%, purity: 98% in terms of area percentage determined by high performance liquid chromatography) of 5-methoxy-4-(3-chloropropoxy)anthranilic acid as a white crystalline product.

Quelle