반응 #334977

반응 방정식

hydrochloric acid

decylmonobromide

2-hydroxy-6-carboxynaphthalene

potassium carbonate

→

titled compound

수율 68.8%

2-n-decyloxy-6-carboxynaphthalene

수율 68.8%

용매

water

diethylether

dimethylformamide

반응 조건

후처리

1. 1
   추출extraction
2. 2
   workup.DISTILLATIONThe extracted layer was distilled
3. 3
   기타to 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
   온도The 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
   기타to remove the solvent
9. 9
   농축concentrated
10. 10
    기타Solid precipitate was collected
11. 11
    기타recrystallized from water-ethanol mixture

실험 절차

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).

출처