Methanol → HCID 67469370, Verbindung

HRID 630419Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 630419
[NH2:1][C:2]1[C:11](I)=[CH:10][C:5]([C:6]([O:8][CH3:9])=[O:7])=[C:4]([O:13][CH3:14])[CH:3]=1.[C:15]([Zn]C#N)#[N:16].O.CO>CN(C)C=O.C1C=CC([P]([Pd]([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1.CCOCC>[NH2:1][C:2]1[C:11]([C:15]#[N:16])=[CH:10][C:5]([C:6]([O:8][CH3:9])=[O:7])=[C:4]([O:13][CH3:14])[CH:3]=1

Komponenten

8

Edukt 4

HCID 887MethanolHCID 962WaterHCID 15700587Methyl 4-amino-5-iodo-2-methoxybenzoate2×HCID 178514179HCID 178514179, Verbindung

Produkt 1

HCID 67469370HCID 67469370, VerbindungAusbeute 76 %

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 178418397HCID 178418397, VerbindungKatalysatorHCID 3283Diethyl EtherLösungsmittelHCID 6228DimethylformamideLösungsmittel

Reaktionsbedingungen

Temperatur
80 °C

Versuchsvorschrift

A solution of methyl 4-amino-5-iodo-2-methoxybenzoate (intermediate 128; 5 g, 16.28 mmol) and dicyanozinc (1.5 g, 12.77 mmol) in dimethylformamide (50 mL) in a slenck vessel was degasified with nitrogen. Then tetrakis (1 g, 0.87 mmol) was added and the reaction mixture was stirred at 80° C. for 2 hours. Water was added into the reaction mixture and the crude was extracted with ethyl acetate, the organic layer was washed with brine, dried and the solvent was removed under reduced pressure. The crude obtained was treated with methanol and ether to obtain the title compound as a yellow solid (76%).

Aufarbeitung

  1. extractionthe crude was extracted with ethyl acetate
  2. washthe organic layer was washed with brine
  3. customdried
  4. customthe solvent was removed under reduced pressure
  5. customThe crude obtained

Quellen und Nachweise

ORD-Eintrag
ord-4c12ff883106411f8551a7e0b8f78730
Quelldatensatz
uspto-grants-2016_04
Patentnummer
US09315463B2

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