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Hydrochloric Acid → (4-Fluoro-3-nitrophenyl)(phenyl)methanone

HRID 2166041
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 2166041
[Cl-].[Al+3].[Cl-].[Cl-].[F:5][C:6]1[CH:14]=[CH:13][C:9]([C:10](Cl)=[O:11])=[CH:8][C:7]=1[N+:15]([O-:17])=[O:16].Cl>C1C=CC=CC=1>[F:5][C:6]1[CH:14]=[CH:13][C:9]([C:10]([C:6]2[CH:14]=[CH:13][CH:9]=[CH:8][CH:7]=2)=[O:11])=[CH:8][C:7]=1[N+:15]([O-:17])=[O:16]
KomponentenReaktionsbedingungenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

5

Edukt 3

HCID 313Hydrochloric AcidHCID 27833474-Fluoro-3-nitrobenzoyl chlorideHCID 6451240Aluminum(III) Chloride

Produkt 1

HCID 14590583(4-Fluoro-3-nitrophenyl)(phenyl)methanoneAusbeute 73 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 241BenzeneLösungsmittel2×

Reaktionsbedingungen

Temperatur
60 °C

Versuchsvorschrift

To a stirred mixture of 496 parts of aluminum chloride in 900 parts of benzene was added dropwise a solution of 256 parts of 4-fluoro-3-nitrobenzoyl chloride in 225 parts of benzene at ±10° C. Upon complete addition, stirring was continued first for 1.5 hours in an ice bath and then for 8 hours at room temperature. The mixture was heated to 60° C., cooled again and poured into crushed ice and 180 parts of concentrated hydrochloric acid. The separated organic layer was dried, filtered and concentrated. The concentrate was dissolved in 2100 parts of 2,2'-oxybispropane, the solution was treated with diatomaceous earth and activated charcoal. After filtration, the filtrate was concentrated. The crystallized product was filtered off and dried, yielding 223 parts (73%) of (4-fluoro-3-nitrophenyl) phenylmethanone; mp. 59° C. (int. 62).

Aufarbeitung

  1. additionUpon complete addition
  2. waitfor 8 hours at room temperature
  3. temperaturecooled again
  4. additionpoured
  5. customThe separated organic layer was dried
  6. filtrationfiltered
  7. concentrationconcentrated
  8. dissolutionThe concentrate was dissolved in 2100 parts of 2,2'-oxybispropane
  9. additionthe solution was treated with diatomaceous earth and activated charcoal
  10. filtrationAfter filtration
  11. concentrationthe filtrate was concentrated
  12. filtrationThe crystallized product was filtered off
  13. customdried

Quellen und Nachweise

ORD-Eintrag
ord-b1552b184b294fe79f9da68c43c542c5
Quelldatensatz
uspto-grants-1990_07
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US04943574

Notizen zur Reaktion

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