Water → N-{[1-(4-Fluorophenyl)-1,3-dihydro-2-benzofuran-5-yl]methylidene}hydroxylamine

HRID 585342Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 585342
[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]2[C:16]3[C:11](=[CH:12][C:13]([CH:17]=O)=[CH:14][CH:15]=3)[CH2:10][O:9]2)=[CH:4][CH:3]=1.C(N(CC)CC)C.Cl.[NH2:27][OH:28].O>C1(C)C=CC=CC=1>[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]2[C:16]3[C:11](=[CH:12][C:13]([CH:17]=[N:27][OH:28])=[CH:14][CH:15]=3)[CH2:10][O:9]2)=[CH:4][CH:3]=1

Komponenten

6

Edukt 4

HCID 962WaterHCID 8471TriethylamineHCID 443297Hydroxyamine hydrochlorideHCID 102204271-(4'-Fluorophenyl)-1,3-dihydroisobenzofuran-5-carbaldehyde

Produkt 1

HCID 71447165N-{[1-(4-Fluorophenyl)-1,3-dihydro-2-benzofuran-5-yl]methylidene}hydroxylamineAusbeute 79,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel

Reaktionsbedingungen

Temperatur
2.5 °C

Versuchsvorschrift

1-(4′-Fluorophenyl)-1,3-dihydroisobenzofuran-5-carbaldehyde (5.96 g) was dissolved in toluene (30 ml) and triethylamine (2.75 g) was flown in. Thereto was added hydroxylamine hydrochloride (1.88 g) and the mixture was reacted at 80-90° C. for 1 hr. Hot water (30 ml) was added to the reaction mixture and the mixture was partitioned while hot at 90° C. The organic layer was cooled to 0-5° C. and the resulting crystals were collected by filtration to give the title compound (5.02 g, yield: 79.2%).

Aufarbeitung

  1. customthe mixture was reacted at 80-90° C. for 1 hr
  2. customthe mixture was partitioned while hot at 90° C
  3. filtrationthe resulting crystals were collected by filtration

Quellen und Nachweise

ORD-Eintrag
ord-223436551bfd4353a1d9ebf41ba04fbd
Quelldatensatz
uspto-grants-2005_08
Patentnummer
US06930211B2

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