2-Chlorothiophene → Methanone, (5-chloro-2-thienyl)phenyl-

HRID 37331

Reaktionsgleichung

Reaktionsgleichung von HRID 37331
[C:1](Cl)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[Cl:10][C:11]1[S:12][CH:13]=[CH:14][CH:15]=1.[C:16]([C:20]1[CH:25]=[CH:24][C:23]([OH:26])=[CH:22][CH:21]=1)([CH3:19])([CH3:18])[CH3:17]>>[C:1]([C:13]1[S:12][C:11]([Cl:10])=[CH:15][CH:14]=1)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:1]([C:13]1[S:12][C:11]([O:26][C:23]2[CH:24]=[CH:25][C:20]([C:16]([CH3:19])([CH3:18])[CH3:17])=[CH:21][CH:22]=2)=[CH:15][CH:14]=1)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Komponenten

5

Edukt 3

HCID 72992-ChlorothiopheneHCID 73934-tert-ButylphenolHCID 7412Benzoyl chloride

Produkt 2

HCID 901505Methanone, (5-chloro-2-thienyl)phenyl-HCID 199353132-Benzoyl-5-(4-t-butyl-phenoxy)thiophene

Versuchsvorschrift

2-benzoyl-5-chlorothiophene was synthesized via Friedel-Crafts acylation of benzoyl chloride with 2-chlorothiophene. This was reacted under standard conditions with 4-t-butyl phenol to produce 2-benzoyl-5-(4-t-butyl-phenoxy)thiophene. It was discovered by thin layer chromatography that the displacement of the acyl chlorine proceeds completely with no side reactions. Complete nucleophilic displacement demonstrates that this reaction meets the requirements necessary for high polymer formation via a step growth reaction.

Quellen und Nachweise

ORD-Eintrag
ord-fefca5a18f9547ababd952357d410f7f
Quelldatensatz
uspto-grants-1995_05
Patentnummer
US05420224

Verknüpfte Notizen

Wird geladen…