4-Nitrobenzaldehyde → HCID 21249966, Verbindung

HRID 1531650Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1531650
[Br:1][C:2]1[CH:3]=[C:4]([CH2:10][CH2:11][OH:12])[CH:5]=[CH:6][C:7]=1[O:8][CH3:9].[N+:13]([C:16]1[CH:23]=[CH:22][C:19]([CH:20]=O)=[CH:18][CH:17]=1)([O-:15])=[O:14]>C1C=CC=CC=1.C(OCC)(=O)C.[Cl-].[Zn+2].[Cl-]>[Br:1][C:2]1[CH:3]=[C:4]2[C:5](=[CH:6][C:7]=1[O:8][CH3:9])[CH:20]([C:19]1[CH:22]=[CH:23][C:16]([N+:13]([O-:15])=[O:14])=[CH:17][CH:18]=1)[O:12][CH2:11][CH2:10]2

Komponenten

6

Edukt 2

HCID 5414-NitrobenzaldehydeHCID 230022542-(3-Bromo-4-methoxyphenyl)ethanol

Produkt 1

HCID 21249966HCID 21249966, VerbindungAusbeute 67 %

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 3007855ZincchlorideKatalysatorHCID 241BenzeneLösungsmittelHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

Hydrogen chloride gas that is dried for 5 hours is introduced into a suspension of 7.50 g (32.4 mmol) of 2-(3-bromo-4-methoxy-phenyl)-ethanol, 4.90 g (32.4 mmol) of 4-nitro-benzaldehyde and 4.39 g (32.4 mmol) of freshly melted zinc chloride in anhydrous benzene (96 ml). The reaction mixture is then diluted with ethyl acetate and washed neutral with water. After drying and concentration by evaporation, the solid residue is recrystallized from ethyl acetate (25 ml). 7.91 g (67%) of 6-bromo-7-methoxy-l-(4-nitrophenyl)-isochroman, melting point 144-147° C., is obtained.

Aufarbeitung

  1. dry with materialHydrogen chloride gas that is dried for 5 hours
  2. washwashed neutral with water
  3. customAfter drying
  4. concentrationconcentration
  5. customby evaporation
  6. customthe solid residue is recrystallized from ethyl acetate (25 ml)

Quellen und Nachweise

ORD-Eintrag
ord-2b89ce5f6ae94ad0a10ec36c02ddb558
Quelldatensatz
uspto-grants-2001_03
Patentnummer
US06200970B1

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