Propylene Oxide → 3-(2-(4-(2-Hydroxypropyl)piperazin-1-yl)-2-oxoethoxy)benzaldehyde

HRID 592077Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 592077
[O:1]=[C:2]([N:13]1[CH2:18][CH2:17][NH:16][CH2:15][CH2:14]1)[CH2:3][O:4][C:5]1[CH:6]=[C:7]([CH:10]=[CH:11][CH:12]=1)[CH:8]=[O:9].[CH2:19]1[O:22][CH:20]1[CH3:21]>CO>[OH:22][CH:20]([CH3:21])[CH2:19][N:16]1[CH2:17][CH2:18][N:13]([C:2](=[O:1])[CH2:3][O:4][C:5]2[CH:6]=[C:7]([CH:10]=[CH:11][CH:12]=2)[CH:8]=[O:9])[CH2:14][CH2:15]1

Komponenten

4

Edukt 2

HCID 6378Propylene OxideHCID 897262023-(2-Oxo-2-(piperazin-1-yl)ethoxy)benzaldehyde

Produkt 1

HCID 897258703-(2-(4-(2-Hydroxypropyl)piperazin-1-yl)-2-oxoethoxy)benzaldehydeAusbeute 50 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Reaktionsbedingungen

Temperatur
70 °C

Versuchsvorschrift

3-(2-oxo-2-(piperazin-1-yl)ethoxy)benzaldehyde (50) (1 eq) was taken in MeOH to which propylene oxide (4 eq) was added and the reaction mixture was heated in a sealed tube at 70° C. for 16 h when LCMS showed completion of reaction. The reaction mixture was concentrated and purified by column chromatography using silica gel (100-200 mesh) to afford the pure product (50%) as a colorless oil. LCMS: 96.31% (M++1).

Aufarbeitung

  1. additionwas added
  2. customcompletion of reaction
  3. concentrationThe reaction mixture was concentrated
  4. custompurified by column chromatography

Quellen und Nachweise

ORD-Eintrag
ord-ac2aaff236294d37a7f9809d5ac554c0
Quelldatensatz
uspto-grants-2016_01
Patentnummer
US09238656B2

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