Potassium Cyanide → 3-(1-(4-methoxybenzyl)-1H-pyrazol-4-yl)-3-oxopropanenitrile

HRID 38233Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 38233
[CH3:1][O:2][C:3]1[CH:18]=[CH:17][C:6]([CH2:7][N:8]2[CH:12]=[C:11]([C:13](=[O:16])[CH2:14]Br)[CH:10]=[N:9]2)=[CH:5][CH:4]=1.[C-:19]#[N:20].[K+]>O.CO.C1COCC1.O>[CH3:1][O:2][C:3]1[CH:18]=[CH:17][C:6]([CH2:7][N:8]2[CH:12]=[C:11]([C:13](=[O:16])[CH2:14][C:19]#[N:20])[CH:10]=[N:9]2)=[CH:5][CH:4]=1

Komponenten

5

Edukt 2

HCID 9032Potassium CyanideHCID 866423312-Bromo-1-(1-(4-methoxybenzyl)-1H-pyrazol-4-yl)ethanone

Produkt 1

HCID 666687013-(1-(4-methoxybenzyl)-1H-pyrazol-4-yl)-3-oxopropanenitrileAusbeute 97 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 21892291Methanol tetrahydrofuran waterLösungsmittel

Versuchsvorschrift

According to Scheme 5 Step 1: A solution of 1-(1-(4-methoxybenzyl)-1H-pyrazol-4-yl)-2-bromoethanone (9.70 mmol, 3.00 g) and potassium cyanide (14.6 mmol, 948 mg) in 120 mL of water/MeOH/THF (1:1:1) was stirred for 30 minutes at room temperature. The reaction mixture was diluted with water (150 mL) and the aqueous phase was extracted with DCM. The organic phase was dried over MgSO4, was filtered and was concentrated to yield 3-(1-(4-methoxybenzyl)-1H-pyrazol-4-yl)-3-oxopropanenitrile (9.40 mmol, 2.40 g, 97%).

Aufarbeitung

  1. extractionthe aqueous phase was extracted with DCM
  2. dry with materialThe organic phase was dried over MgSO4
  3. filtrationwas filtered
  4. concentrationwas concentrated

Quellen und Nachweise

ORD-Eintrag
ord-8e63536ced844186a69e55057e64ea4f
Quelldatensatz
uspto-grants-2013_09
Patentnummer
US08524718B2

Notizen zur Reaktion

Wird geladen…