Bromine → Methyl 4-bromo-3-hydroxy-5-methylthiophene-2-carboxylate

HRID 621784Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 621784
[Br:1]Br.[OH:3][C:4]1[CH:8]=[C:7]([CH3:9])[S:6][C:5]=1[C:10]([O:12][CH3:13])=[O:11]>C(O)(=O)C>[Br:1][C:8]1[C:4]([OH:3])=[C:5]([C:10]([O:12][CH3:13])=[O:11])[S:6][C:7]=1[CH3:9]

Komponenten

4

Edukt 2

HCID 24408BromineHCID 587860Methyl 3-hydroxy-5-methylthiophene-2-carboxylate

Produkt 1

HCID 54697143Methyl 4-bromo-3-hydroxy-5-methylthiophene-2-carboxylateAusbeute 56,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 176Acetic AcidLösungsmittel

Versuchsvorschrift

Bromine (4.6 g, 29 mmoles) is added dropwise at room temperature to a stirred solution of methyl 3-hydroxy-5-methyl-2-thiophenecarboxylate (5.0 g, 29 mmoles) in acetic acid (25 mL). After 16 hours the mixture is stirred into ice water (200 mL), and the precipitate is filtered off, rinsed with water, with aqueous sodium thiosulfate, again with water and dried. Recrystallization from methyl t-butyl ether gave the pure product (4.1 g); mp 96°-97° C.

Aufarbeitung

  1. filtrationthe precipitate is filtered off
  2. washrinsed with water, with aqueous sodium thiosulfate, again with water
  3. customdried
  4. customRecrystallization from methyl t-butyl ether

Quellen und Nachweise

ORD-Eintrag
ord-8b9cadf2f66d47da880a6a4c28ed3489
Quelldatensatz
uspto-grants-1989_04
Patentnummer
US04824958

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