Water → HCID 89544754, Verbindung

HRID 2283390Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2283390
[Cl:1][C:2]1[C:7]([C:8]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)=[O:9])=[C:6]([F:16])[C:5]([CH:17](Br)Br)=[CH:4][CH:3]=1.C([OH:23])(C)C.O>[N+]([O-])([O-])=O.[Ag+].ClCCl>[C:8]([C:7]1[C:6]([F:16])=[C:5]([CH:4]=[CH:3][C:2]=1[Cl:1])[CH:17]=[O:23])(=[O:9])[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1

Komponenten

6

Edukt 3

HCID 962WaterHCID 3776IsopropanolHCID 89544515HCID 89544515, Verbindung

Produkt 1

HCID 89544754HCID 89544754, VerbindungAusbeute 90 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 24470Silver NitrateKatalysatorHCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

Step 4 A mixture of (6-chloro-3-dibromomethyl-2-fluoro-phenyl)-phenyl-methanone (582 mg, 1.38 mmol), silver nitrate (469 mg, 2.76 mmol), isopropanol (10 ml) and water (2 ml) was stirred at room temperature overnight. Dichloromethane was added and the mixture was filtered under suction washing with isopropanol. The organic liquors were concentrated then purified by silica chromatography eluting with 0-20% ethyl acetate/petroleum ether furnishing 3-benzoyl-4-chloro-2-fluoro-benzaldehyde (222 mg oil, 90% clean). Analytical data as above

Aufarbeitung

  1. filtrationthe mixture was filtered under suction
  2. washwashing with isopropanol
  3. concentrationThe organic liquors were concentrated
  4. customthen purified by silica chromatography
  5. washeluting with 0-20% ethyl acetate/petroleum ether

Quellen und Nachweise

ORD-Eintrag
ord-7fa7af75ac5d4723aaa094068a7416e3
Quelldatensatz
uspto-grants-2015_09
Patentnummer
US09145354B2

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