Potassium Iodide → 1-(2-(Benzyloxy)-4-fluorophenyl)ethanone

HRID 579794

Reaktionsgleichung

Reaktionsgleichung von HRID 579794
C(N1CCC(CN[C:12]([NH:14][C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=2F)=[S:13])CC1)(=O)C.[F:22][C:23]1[CH:28]=[CH:27][C:26]([C:29](=[O:31])[CH3:30])=[C:25]([OH:32])[CH:24]=1.Cl[CH2:34][C:35]1[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=1.C(=O)([O-])[O-:42].[K+].[K+].[I-].[K+]>CC(=O)C>[N:14]([C:15]1[CH:16]=[CH:17][C:18]2[O:42][CH2:30][CH2:29][O:31][C:19]=2[CH:20]=1)=[C:12]=[S:13].[F:22][C:23]1[CH:28]=[CH:27][C:26]([C:29](=[O:31])[CH3:30])=[C:25]([O:32][CH2:34][C:35]2[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=2)[CH:24]=1

Komponenten

8

Edukt 5

HCID 4875Potassium IodideHCID 7503Benzyl ChlorideHCID 11430Potassium CarbonateHCID 27373264'-Fluoro-2'-hydroxyacetophenoneHCID 21241609N-[(1-acetyl-4-piperidinyl)methyl]-N'-(2-fluorophenyl)thiourea

Produkt 2

HCID 27761732,3-Dihydro-1,4-benzodioxin-6-yl isothiocyanateHCID 212415771-(2-(Benzyloxy)-4-fluorophenyl)ethanoneAusbeute 58 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 180AcetoneLösungsmittel

Versuchsvorschrift

A mixture of 13 parts of 1-(4-fluoro-2-hydroxyphenyl)ethanone, 14.9 parts of (chloromethyl)benzene, 16.4 parts of potassium carbonate, 0.1 parts of potassium iodide and 120 parts of 2-propanone was stirred overnight at reflux temperature. The reaction mixture was evaporated. The reaction mixture was poured into water. The product was extracted three times with trichloromethane. The combined extracts were dried, filtered and evaporated. The residue was crystallized from a mixture of 2-propanol and water. The product was filtered off and dried, yielding 11 parts (58%) of 1-[4-fluoro-2-(phenylmethoxy)phenyl]ethanone (intermediate 76).

Aufarbeitung

  1. temperatureat reflux temperature
  2. customThe reaction mixture was evaporated
  3. additionThe reaction mixture was poured into water
  4. extractionThe product was extracted three times with trichloromethane
  5. customThe combined extracts were dried
  6. filtrationfiltered
  7. customevaporated
  8. customThe residue was crystallized from a mixture of 2-propanol and water
  9. filtrationThe product was filtered off
  10. customdried

Quellen und Nachweise

ORD-Eintrag
ord-999acce87e7e48318b5901a2eb848d87
Quelldatensatz
uspto-grants-1988_06
Patentnummer
US04749702

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