Reacción #334977

Ecuación de reacción

hydrochloric acid

decylmonobromide

2-hydroxy-6-carboxynaphthalene

potassium carbonate

→

titled compound

Rendimiento 68.8%

2-n-decyloxy-6-carboxynaphthalene

Rendimiento 68.8%

Disolventes

water

diethylether

dimethylformamide

Condiciones de reacción

Tratamiento posterior

1. 1
   Extracciónextraction
2. 2
   workup.DISTILLATIONThe extracted layer was distilled
3. 3
   Otroto remove the solvent
4. 4
   workup.ADDITIONThe residue was added to a solution of sodium hydroxide (3.3 g) in water (10 ml) and ethanol (50 ml)
5. 5
   TemperaturaThe mixture was refluxed for about one day
6. 6
   workup.ADDITIONThereto was added dilute aqueous hydrochloric acid solution until the solution
7. 7
   workup.DISTILLATIONThe solution was distilled
8. 8
   Otroto remove the solvent
9. 9
   Concentraciónconcentrated
10. 10
    OtroSolid precipitate was collected
11. 11
    Otrorecrystallized from water-ethanol mixture

Procedimiento

After a solution of decylmonobromide (7 g), 2-hydroxy-6-carboxynaphthalene (2 g) and anhydrous potassium carbonate (4 g) in dimethylformamide (100 ml) was stirred at 130° C. for two hours, it was poured in water. Dilute aqueous hydrochloric acid solution was added thereto until the solution was neutral. To the solution was added diethylether in order to effect extraction. The extracted layer was distilled to remove the solvent. The residue was added to a solution of sodium hydroxide (3.3 g) in water (10 ml) and ethanol (50 ml). The mixture was refluxed for about one day. Thereto was added dilute aqueous hydrochloric acid solution until the solution was neutral. The solution was distilled to remove the solvent and concentrated. Solid precipitate was collected and recrystallized from water-ethanol mixture to obtain the titled compound (2.4 g).

Fuente