4-Cyanobenzaldehyde → 2-(4-Cyano-2-nitro-phenyl)-1-(4-cyano-phenyl)-ethanol

HRID 47234

Reaktionsgleichung

Reaktionsgleichung von HRID 47234
[CH:1]([C:3]1[CH:10]=[CH:9][C:6]([C:7]#[N:8])=[CH:5][CH:4]=1)=[O:2].[CH3:11][C:12]1[CH:19]=[CH:18][C:15]([C:16]#[N:17])=[CH:14][C:13]=1[N+:20]([O-:22])=[O:21].C[O-].[Na+]>CS(C)=O>[C:16]([C:15]1[CH:18]=[CH:19][C:12]([CH2:11][CH:1]([C:3]2[CH:10]=[CH:9][C:6]([C:7]#[N:8])=[CH:5][CH:4]=2)[OH:2])=[C:13]([N+:20]([O-:22])=[O:21])[CH:14]=1)#[N:17]

Komponenten

5

Edukt 3

HCID 660424-CyanobenzaldehydeHCID 5893334-Methyl-3-nitrobenzonitrileHCID 10942334Sodium Methoxide

Produkt 1

HCID 135336242-(4-Cyano-2-nitro-phenyl)-1-(4-cyano-phenyl)-ethanol

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 679Dimethyl SulfoxideLösungsmittel

Versuchsvorschrift

To a 10° C. solution of 4-formyl benzonitrile (65.6 gm, 0.500 mol), 4-methyl-3-nitro benzonitrile (81.1 gm, 0.500 mol) and 750 mL of dry dimethylsulfoxide (DMSO), was added sodium methylate (4.01 gm, 75 mmol) in one portion. After 4 hrs, the reaction was added dropwise to 6 L of ice water and then allowed to stir for 1 hr. The product was collected via vacuum filtration and washed with water (3×1 L) and then dried over night in a vacuum oven at 40° C. to give 2-(4-cyano-2-nitro-phenyl)-1-(4-cyano-phenyl)-ethanol.

Aufarbeitung

  1. filtrationThe product was collected via vacuum filtration
  2. washwashed with water (3×1 L)
  3. customdried over night in a vacuum oven at 40° C.

Quellen und Nachweise

ORD-Eintrag
ord-fb8d7567dae3468190da3e5c179c481e
Quelldatensatz
uspto-grants-2004_03
Patentnummer
US06699862B1

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