StartseiteMCPWorkbenchSkills
StartseiteWorkbenchBenachrichtigungenMein Bereich
llms.txt · MCP-AnleitungDatenschutz · Nutzungsbedingungen · Supportv1.8.0
  1. Startseite
  2. /Reaktion

Iodine → Methyl 5-iodothiophene-2-carboxylate

HRID 650669
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 650669
[CH3:1][O:2][C:3]([C:5]1[S:6][CH:7]=[CH:8][CH:9]=1)=[O:4].II.FC(F)(F)C(O[I:17](C1C=CC=CC=1)OC(=O)C(F)(F)F)=O.ClCCl>C(Cl)(Cl)(Cl)Cl>[CH3:1][O:2][C:3]([C:5]1[S:6][C:7]([I:17])=[CH:8][CH:9]=1)=[O:4]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

6

Edukt 4

HCID 807IodineHCID 6344DichloromethaneHCID 79340Methyl thenoateHCID 102317Bis(trifluoroacetoxy)iodobenzene

Produkt 1

HCID 13156399Methyl 5-iodothiophene-2-carboxylateAusbeute 115,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 5943
Carbon Tetrachloride
Lösungsmittel

Versuchsvorschrift

To a solution of thiophene-2-carboxylic acid methyl ester (5.0 g, 28.7 mmol) in 35 mL of anhydrous carbon tetrachloride was added iodine (3.65 g, 14.37 mmol) and [Bis(trifluoroacetoxy)iodo] benzene (6.67 g, 15.52 mmol). This mixture was stirred overnight at room temperature. Dichloromethane was then added and the mixture was extracted with a solution of sodium thiosulfate 10%. The organic layer was evaporated and the residue was purified flash chromatography (hexane 40%:chloroform 60%) to give a solid which was triturated with pentane in order to remove remaining starting material affording compound P-1 as a white solid (4.8 g, 63% yield).

Aufarbeitung

  1. extractionthe mixture was extracted with a solution of sodium thiosulfate 10%
  2. customThe organic layer was evaporated
  3. customthe residue was purified flash chromatography (hexane 40%:chloroform 60%)
  4. customto give a solid which
  5. customwas triturated with pentane in order
  6. customto remove

Quellen und Nachweise

ORD-Eintrag
ord-7c0a82bb419540f5bf113f19d574285d
Quelldatensatz
uspto-grants-2001_08
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US06274620B1

Notizen zur Reaktion

Wird geladen…

Auf dieser SeiteKomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion