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Water → 5-Fluoro-8-nitro-3,4-dihydronaphthalen-1(2H)-one

HRID 1683480
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Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1683480
[F:1][C:2]1[CH:11]=[CH:10][CH:9]=[C:8]2[C:3]=1[CH2:4][CH2:5][CH2:6][C:7]2=[O:12].[N+:13]([O-])([O-:15])=[O:14].[K+].O>S(=O)(=O)(O)O>[F:1][C:2]1[CH:11]=[CH:10][C:9]([N+:13]([O-:15])=[O:14])=[C:8]2[C:3]=1[CH2:4][CH2:5][CH2:6][C:7]2=[O:12]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

5

Edukt 3

HCID 962WaterHCID 24434Potassium NitrateHCID 154910385-Fluoro-1,2,3,4-tetrahydronaphthalen-1-one

Produkt 1

HCID 224494055-Fluoro-8-nitro-3,4-dihydronaphthalen-1(2H)-one

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1118Sulfuric AcidLösungsmittel2×

Versuchsvorschrift

14 gm of the compound prepared in (7) above was dissolved into 100 ml of concentrated sulfuric acid. After cooling the solution, a solution of 9.05 gm of potassium nitrate in 80 ml of concentrated sulfuric acid was added dropwise while maintaining the internal temperature below 5° C. The stirring was continued for a further 30 minutes. The resultant reaction mixture was poured into ice-cooled water and extracted with chloroform. The extract was washed with saturated aqueous solution of sodium bicarbonate, water, and saturated brine in this order, and dried over anhydrous sodium sulfate. The solvent was evaporated and residue was recrystallized in methanol to obtain 9.15 gm of the title compound.

Aufarbeitung

  1. temperatureAfter cooling the solution
  2. temperaturewhile maintaining the internal temperature below 5° C
  3. customThe resultant reaction mixture
  4. additionwas poured into ice-
  5. extractionextracted with chloroform
  6. washThe extract was washed with saturated aqueous solution of sodium bicarbonate, water, and saturated brine in this order
  7. dry with materialdried over anhydrous sodium sulfate
  8. customThe solvent was evaporated
  9. customresidue was recrystallized in methanol

Quellen und Nachweise

ORD-Eintrag
ord-e885b3aa49f24cffb361a5d2b1daf43b
Quelldatensatz
uspto-grants-1997_06
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US05637770

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