Methanol → 4-Bromo-1-benzothiophene-2-carboxylic acid

HRID 2183608

Reaktionsgleichung

Reaktionsgleichung von HRID 2183608
[Br:1][C:2]1[C:10]2[CH:9]=[C:8]([C:11]([O:13]C)=[O:12])[S:7][C:6]=2[CH:5]=[CH:4][CH:3]=1.[OH-].[Na+].CO>O>[Br:1][C:2]1[C:10]2[CH:9]=[C:8]([C:11]([OH:13])=[O:12])[S:7][C:6]=2[CH:5]=[CH:4][CH:3]=1

Komponenten

5

Edukt 3

HCID 887MethanolHCID 14798Sodium HydroxideHCID 22473901Methyl 4-bromo-1-benzothiophene-2-carboxylate

Produkt 1

HCID 134665384-Bromo-1-benzothiophene-2-carboxylic acidAusbeute 64,7 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

A mixture of methyl 4-bromobenzo[b]thiophene-2-carboxylate (101 g), sodium hydroxide (63 g), methanol (1200 ml) and water (600 ml) was stirred at ambient temperature for 16 hours, the methanol was removed in vacuo, and the resulting suspension was cooled to 0° C. and acidified by dropwise addition of concentrated hydrochloric acid. The mixture was stirred for 20 minutes and the resulting solid was collected by filtration, washed with water (3×250 ml) and dried in vacuo at 110-120° C. to give 4-bromobenzo[b]thiophene-2-carboxylic acid (62 g) as a cream solid which was used without further purification.

Aufarbeitung

  1. customthe methanol was removed in vacuo
  2. temperaturethe resulting suspension was cooled to 0° C.
  3. additionacidified by dropwise addition of concentrated hydrochloric acid
  4. stirringThe mixture was stirred for 20 minutes
  5. filtrationthe resulting solid was collected by filtration
  6. washwashed with water (3×250 ml)
  7. customdried in vacuo at 110-120° C.

Quellen und Nachweise

ORD-Eintrag
ord-ed15c01f872b4d8d81cc4481d67bf288
Quelldatensatz
uspto-grants-2005_05
Patentnummer
US06900216B2

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