Acetic Acid → Methyl 4-cyanobenzenecarboximidate

HRID 327136

Reaktionsgleichung

Reaktionsgleichung von HRID 327136
[C:1]([C:3]1[CH:8]=[CH:7][C:6]([C:9]#[N:10])=[CH:5][CH:4]=1)#[N:2].C[O-].[Na+].[C:14](O)(=[O:16])C>CO>[C:1]([C:3]1[CH:8]=[CH:7][C:6]([C:9](=[NH:10])[O:16][CH3:14])=[CH:5][CH:4]=1)#[N:2]

Komponenten

5

Edukt 3

HCID 176Acetic AcidHCID 121721,4-DicyanobenzeneHCID 10942334Sodium Methoxide

Produkt 1

HCID 19734579Methyl 4-cyanobenzenecarboximidateAusbeute 706,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

1,4-dicyanobenzene (6.41 g, 50 mmol) was suspended in methanol (100 ml), and sodium methoxide (0.27 g, 5.0 mmol) was added. The mixture was stirred at room temperature for 22 hours. After the reaction was completed, acetic acid (0.31 g, 5.1 mmol) was added to neutralize the reaction solution, and the solution was concentrated under reduced pressure. Dichloromethane (50 ml) and diethyl ether (50 ml) were added to the concentrated residue, and insolubles were removed by filtration. The filtrate was concentrated under reduced pressure to give the crude product of methyl 4-cyanobenzenecarboximidate (5.77 g) as colorless powder.

Aufarbeitung

  1. concentrationthe solution was concentrated under reduced pressure
  2. additionDichloromethane (50 ml) and diethyl ether (50 ml) were added to the concentrated residue, and insolubles
  3. customwere removed by filtration
  4. concentrationThe filtrate was concentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-470bf85efcd1478b8c49109528057587
Quelldatensatz
uspto-grants-1993_12
Patentnummer
US05272164

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