تفاعل #461842

معادلة التفاعل

8-Fluoro-2-formyl-5-methoxy-1-tetralone

2,3-Dichloro-5,6-dicyanobenzoquinone

→

1-hydroxy-5-methoxy-8-fluoro-2-naphthaldehyde

المذيبات

dioxan

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةthe mixture was heated
2. 2
   درجة الحرارةunder reflux for 2 hours
3. 3
   درجة الحرارةto cool
4. 4
   ترشيحwas filtered
5. 5
   أخرىto remove solids
6. 6
   أخرىThe solvent was removed under reduced pressure
7. 7
   غسيلThe product solution was washed with saturated NaHCO3 (aq) (×3)
8. 8
   تجفيفdried (MgSO4)
9. 9
   ترشيحfiltered
10. 10
    أخرىevaporated
11. 11
    أخرىto give a dark solid
12. 12
    أخرىThis material was recrystallised from ethyl acetate/hexane

الإجراء التجريبي

8-Fluoro-2-formyl-5-methoxy-1-tetralone (20 g) was dissolved in dioxan. 2,3-Dichloro-5,6-dicyanobenzoquinone (21 g) was added and the mixture was heated under reflux for 2 hours. The mixture was allowed to cool and was filtered to remove solids. The solvent was removed under reduced pressure and the residue taken up in ethyl acetate. The product solution was washed with saturated NaHCO3 (aq) (×3), dried (MgSO4), filtered and evaporated to give a dark solid. This material was recrystallised from ethyl acetate/hexane to give 1-hydroxy-5-methoxy-8-fluoro-2-naphthaldehyde, m.p. 156°-158° C.

المصدر