Acetyl chloride → 4-(4-Acetyl-3,5-dimethylpiperazin-1-yl)benzaldehyde

HRID 591643Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 591643
[CH3:1][CH:2]1[NH:7][CH:6]([CH3:8])[CH2:5][N:4]([C:9]2[CH:16]=[CH:15][C:12]([CH:13]=[O:14])=[CH:11][CH:10]=2)[CH2:3]1.CCN(CC)CC.[C:24](Cl)(=[O:26])[CH3:25]>C(Cl)Cl>[C:24]([N:7]1[CH:2]([CH3:1])[CH2:3][N:4]([C:9]2[CH:16]=[CH:15][C:12]([CH:13]=[O:14])=[CH:11][CH:10]=2)[CH2:5][CH:6]1[CH3:8])(=[O:26])[CH3:25]

Komponenten

5

Edukt 3

HCID 6367Acetyl chlorideHCID 8471TriethylamineHCID 866620204-(3,5-Dimethylpiperazin-1-yl)benzaldehyde

Produkt 1

HCID 866620144-(4-Acetyl-3,5-dimethylpiperazin-1-yl)benzaldehydeAusbeute 83,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

A solution of 4-(3,5-dimethylpiperazin-1-yl)benzaldehyde (1.0 g, 4.6 mmol.) in CH2Cl2 (15 mL) was cooled to 0° C. and treated with Et3N (0.64 mL, 4.6 mmol) followed by acetyl chloride (0.33 mL, 4.6 mmol). The reaction stirred for 30 minutes, then concentrated in vacuo. Purification by flash chromatography on silica gel, eluting with 0% to 50% EtOAc/CH2Cl2, afforded 4-(4-acetyl-3,5-dimethylpiperazin-1-yl)benzaldehyde (1.0 g, 83%).

Aufarbeitung

  1. concentrationconcentrated in vacuo
  2. customPurification by flash chromatography on silica gel
  3. washeluting with 0% to 50% EtOAc/CH2Cl2

Quellen und Nachweise

ORD-Eintrag
ord-8aab3bd97e3c4644856e4e4ab86b9e9c
Quelldatensatz
uspto-grants-2016_01
Patentnummer
US09238640B2

Notizen zur Reaktion

Wird geladen…