Benzoic Acid → HCID 53707664, Verbindung

HRID 427280Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 427280
[CH2:1]([O:3][CH:4]([O:15][CH2:16][CH3:17])[CH2:5][O:6][C:7]1[CH:14]=[CH:13][C:10]([CH:11]=O)=[CH:9][CH:8]=1)[CH3:2].[S:18]1[CH2:22][C:21](=[O:23])[NH:20][C:19]1=[O:24].C(O)(=O)C1C=CC=CC=1.N1CCCCC1>C1(C)C=CC=CC=1.CCOC(C)=O.O>[CH2:1]([O:3][CH:4]([O:15][CH2:16][CH3:17])[CH2:5][O:6][C:7]1[CH:14]=[CH:13][C:10]([CH:11]=[C:22]2[S:18][C:19](=[O:24])[NH:20][C:21]2=[O:23])=[CH:9][CH:8]=1)[CH3:2]

Komponenten

8

Edukt 4

HCID 243Benzoic AcidHCID 5437ThiazolidinedioneHCID 8082PiperidineHCID 187608894-(2,2-Diethoxyethoxy)benzaldehyde

Produkt 1

HCID 53707664HCID 53707664, VerbindungAusbeute 83,5 %

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 962WaterLösungsmittelHCID 1140TolueneLösungsmittelHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

A mixture of 4-[(2,2-diethoxy]ethoxy]benzaldehyde (10.6 g, 44.53 mmol), thiazolidin-2,4-dione (5.21 g, 44.53 mmol), benzoic acid (0.70 g, 5.78 mmol) and piperidine (0.64 mL, 6.7 mmol) in toluene (150 mL) was refluxed for 2 h with continuous removal of water. The reaction mixture was cooled to room temperature and diluted with EtOAc (150 ml). The mixture was washed with water, brine, dried over anhydrous Na2SO4 and concentrated. The crude compound was purified by column chromatography using EtOAc:pet. ether (1:2) as eluent to afford the title compound (12.54 g, 70%) as a brown coloured liquid.

Aufarbeitung

  1. washThe mixture was washed with water, brine
  2. dry with materialdried over anhydrous Na2SO4
  3. concentrationconcentrated
  4. customThe crude compound was purified by column chromatography

Quellen und Nachweise

ORD-Eintrag
ord-08dba9a98b3e4661a8399b6bf0ae5527
Quelldatensatz
uspto-grants-2001_11
Patentnummer
US06313113B1

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