Hydrochloric Acid → 3-Iodo-4-methylthiophene-2-carboxylic acid

HRID 422580Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 422580
[I:1][C:2]1[C:6]([CH3:7])=[CH:5][S:4][C:3]=1[C:8]([O:10]C)=[O:9].[OH-].[Na+].CO.Cl>C1COCC1>[I:1][C:2]1[C:6]([CH3:7])=[CH:5][S:4][C:3]=1[C:8]([OH:10])=[O:9]

Komponenten

6

Edukt 4

HCID 313Hydrochloric AcidHCID 887MethanolHCID 14798Sodium HydroxideHCID 2761204Methyl 3-iodo-4-methylthiophene-2-carboxylate

Produkt 1

HCID 27613913-Iodo-4-methylthiophene-2-carboxylic acidAusbeute 100,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

To a solution of methyl 3-iodo-4-methylthiophene-2-carboxylate [Oakwood Product Inc.] (10 g, 35.4 mmol) in THF (200 mL) was added a solution of 2N NaOH (19.50 mL, 39.0 mmol). MeOH was added to the reaction mixture until a homogeneous solution was obtained. After about 4 h, concentrated HCl was added until a pH of about 1 was obtained. The reaction mixture was partially concentrated under reduced pressure and the resulting solid was collected by filtration and dried under reduced pressure to provide the title compound as a brown solid (9.50 g, 100%): LC/MS (Table 1, Method a) Rt=2.55 min; m/z: 267 (M−H)−.

Aufarbeitung

  1. customwas obtained
  2. customwas obtained
  3. concentrationThe reaction mixture was partially concentrated under reduced pressure
  4. filtrationthe resulting solid was collected by filtration
  5. customdried under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-2ab90379767a459f929aa5959fa81b6a
Quelldatensatz
uspto-grants-2012_01
Patentnummer
US08101645B2

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