Methanol → (E)-1-(5-bromothiophen-2-yl)-3-(4-(phenylthio)phenyl) prop-2-en-1-one

HRID 215662

Reaktionsgleichung

Reaktionsgleichung von HRID 215662
[Br:1][C:2]1[S:6][C:5]([C:7](=[O:9])[CH3:8])=[CH:4][CH:3]=1.[C:10]1([S:16][C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=2C=O)[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1.[OH-].[K+].[CH3:27]O>>[Br:1][C:2]1[S:6][C:5]([C:7](=[O:9])/[CH:8]=[CH:27]/[C:20]2[CH:19]=[CH:18][C:17]([S:16][C:10]3[CH:11]=[CH:12][CH:13]=[CH:14][CH:15]=3)=[CH:22][CH:21]=2)=[CH:4][CH:3]=1

Komponenten

5

Versuchsvorschrift

In FIG. 4, the synthesis scheme for PAG 16 is carried out as follows: A brominated acetylthiophene derivative, 1-(5-bromothiophen-2-yl)ethanone (14) is reacted with 4-(phenylthio)benzaldehyde (1) in the presence of methanol and potassium hydroxide at room temperature to form a precursor compound, (E)-1-(5-bromothiophen-2-yl)-3-(4-(phenylthio)phenyl)prop-2-en-1-one (15). The precursor compound (15) is exposed to microwave heating at 125° C. in the presence of diphenyliodonium hexafluoro phosphate (V) (6) to form a photoacid generator, (E)-(4-(3-(5-bromothiophen-2-yl)-3-oxoprop-1-enyl)phenyl)diphenylsulfonium hexafluorophosphate(V), identified herein as PAG 16. The reactions are carried out by conventional heating (Δ) and microwave heating (MW) and the Quantum yield per molecule of PAG 16 is 71% for conventional heating (Δ) and 83% for microwave heating (MW).

Aufarbeitung

  1. customIn FIG. 4, the synthesis scheme for PAG 16

Quellen und Nachweise

ORD-Eintrag
ord-aa5a8eca694748f396195c01c6595b9e
Quelldatensatz
uspto-grants-2012_06
Patentnummer
US08192590B1

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