Sesamol → Ethyl 2-fluoro-6-[3,4-(methylenedioxy)phenoxy]benzoate

HRID 1386445Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1386445
[CH2:1]([O:3][C:4]([C:6]1[C:11]([F:12])=[CH:10][CH:9]=[CH:8][C:7]=1F)=[O:5])[CH3:2].[CH2:14]1[O:18][C:17]2[CH:19]=[C:20]([OH:23])[CH:21]=[CH:22][C:16]=2[O:15]1>CS(C)=O>[CH2:1]([O:3][C:4]([C:6]1[C:7]([O:23][C:20]2[CH:21]=[CH:22][C:16]3[O:15][CH2:14][O:18][C:17]=3[CH:19]=2)=[CH:8][CH:9]=[CH:10][C:11]=1[F:12])=[O:5])[CH3:2]

Komponenten

4

Edukt 2

HCID 68289SesamolHCID 519631Ethyl 2,6-difluorobenzoate

Produkt 1

HCID 15540783Ethyl 2-fluoro-6-[3,4-(methylenedioxy)phenoxy]benzoateAusbeute 61 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 679Dimethyl SulfoxideLösungsmittel2×

Reaktionsbedingungen

Temperatur
80 °C

Versuchsvorschrift

A solution of ethyl-2,6-difluorobenzene-carboxylate (EXAMPLE 1C; 373 mg, 2.0 mmol) in DMSO (0.5 ml) was added to a solution of the solid prepared above in DMSO (1.0 ml). The brownish solution was heated at 80° C. for 2 hours. The solvent was evaporated, the solid filtered, washed with water several times and dried. The crude product was purified by flash column chromatography on silica gel using 3-15% ethyl acetate in hexane to give 371 mg of the product (61% yield) as a light yellow oil and unreacted sesamol.

Aufarbeitung

  1. customThe solvent was evaporated
  2. filtrationthe solid filtered
  3. washwashed with water several times
  4. customdried
  5. customThe crude product was purified by flash column chromatography on silica gel using 3-15% ethyl acetate in hexane

Quellen und Nachweise

ORD-Eintrag
ord-ad6009030b704cffb18312dc9143c127
Quelldatensatz
uspto-grants-2001_07
Patentnummer
US06265428B1

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