4-Bromothiophene-2-carbaldehyde → 3-(4-Bromo-thiophen-2-yl)-acrylic acid methyl ester

HRID 30291

Reaktionsgleichung

Reaktionsgleichung von HRID 30291
[Br:1][C:2]1[CH:3]=[C:4]([CH:7]=O)[S:5][CH:6]=1.[CH3:9][O:10][C:11](=[O:27])[CH2:12]P(OCC(F)(F)F)(OCC(F)(F)F)=O>>[CH3:9][O:10][C:11](=[O:27])[CH:12]=[CH:7][C:4]1[S:5][CH:6]=[C:2]([Br:1])[CH:3]=1

Komponenten

3

Edukt 2

HCID 877924-Bromothiophene-2-carbaldehydeHCID 184894Nsc 634137

Produkt 1

HCID 541625193-(4-Bromo-thiophen-2-yl)-acrylic acid methyl esterAusbeute 78 %

Versuchsvorschrift

4-Bromo-thiophene-2-carbaldehyde (44 g, 0.23 mol) and [Bis-(2,2,2-trifluoro-ethoxy)-phosphoryl]-acetic methyl ester (80.6 g, 0.253 mol) were treated by the method outlined in Example 34, step a) to afford the subtitle compound that was purified by column chromatography (SiO2) using a 0-60% ethylacetate-hexane gradient (46.22 g, yield: 78%). MS calculated for C8H7BrO2S+H: 247, observed: 247 249.

Quellen und Nachweise

ORD-Eintrag
ord-f2db750a4b23425ba000baac5c129435
Quelldatensatz
uspto-grants-2008_09
Patentnummer
US07423056B2

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