Methyl Thioglycolate → Methyl 5-fluoro-1-benzothiophene-2-carboxylate

HRID 2183664Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2183664
[C:1]([O:5][CH3:6])(=[O:4])[CH2:2][SH:3].F[C:8]1[CH:15]=[CH:14][C:13]([F:16])=[CH:12][C:9]=1[CH:10]=O>>[F:16][C:13]1[CH:14]=[CH:15][C:8]2[S:3][C:2]([C:1]([O:5][CH3:6])=[O:4])=[CH:10][C:9]=2[CH:12]=1

Komponenten

3

Edukt 2

HCID 16907Methyl ThioglycolateHCID 1376632,5-Difluorobenzaldehyde

Produkt 1

HCID 22473847Methyl 5-fluoro-1-benzothiophene-2-carboxylate

Versuchsvorschrift

In a similar manner to Example 9 Method A, methyl thioglycolate (75.2 g) was reacted with 2,5-difluorobenzaldehyde (101.8 g) to give methyl 5-fluorobenzo[b]thiophene-2-carboxylate which was hydrolysed to give 5-fluorobenzo[b]thiophene-2-carboxylic acid which was decarboxylated to give 5-fluorobenzo[b]thiophene (31 g) as an orange oil which was used without further purification.

Quellen und Nachweise

ORD-Eintrag
ord-48c01e43ba2d42aeabebe0d4a37b2237
Quelldatensatz
uspto-grants-2005_05
Patentnummer
US06900216B2

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