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

Sodium Carbonate → Methyl 4-(4-chlorophenyl)-5-(2,4-dichlorophenyl)-3-methoxythiophene-2-carboxylate

HRID 450499
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 450499
[Cl:1][C:2]1[CH:7]=[CH:6][C:5](B(O)O)=[CH:4][CH:3]=1.C([O-])([O-])=O.[Na+].[Na+].Br[C:18]1[C:19]([O:35][CH3:36])=[C:20]([C:31]([O:33][CH3:34])=[O:32])[S:21][C:22]=1[C:23]1[CH:28]=[CH:27][C:26]([Cl:29])=[CH:25][C:24]=1[Cl:30]>C1(C)C=CC=CC=1>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:18]2[C:19]([O:35][CH3:36])=[C:20]([C:31]([O:33][CH3:34])=[O:32])[S:21][C:22]=2[C:23]2[CH:28]=[CH:27][C:26]([Cl:29])=[CH:25][C:24]=2[Cl:30])=[CH:4][CH:3]=1
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

5

Edukt 3

HCID 10340Sodium CarbonateHCID 742994-Chlorophenylboronic acidHCID 67502528Methyl 4-bromo-5-(2,4-dichlorophenyl)-3-methoxythio-phene-2-carboxylate

Produkt 1

HCID 67495513Methyl 4-(4-chlorophenyl)-5-(2,4-dichlorophenyl)-3-methoxythiophene-2-carboxylateAusbeute 75,6 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140
Toluene
Lösungsmittel

Versuchsvorschrift

7.75 g of (4-chlorophenyl)boronic acid and then, dropwise, 40.93 ml of a 2M solution of Na2CO3 are added to a solution of 16.21 g of the compound of step B) in 110 ml of toluene. Argon is sparged into the reaction mixture for 30 minutes, then 2.36 g of Tetrakis are added and heating is carried out at 110° C. for 18 hours. After cooling to AT, the reaction mixture is rinsed with 80 ml of distilled water, then extraction is carried out with 80 ml of EtOAc, drying is carried out over Na2SO4, and the solvent is evaporated off under vacuum. The reaction crude is purified by silica gel chromatography, elution being carried out with heptane and then with a heptane/EtOAc mixture (85/15; v/v). 13.23 g of the expected compound are obtained.

Aufarbeitung

  1. customArgon is sparged into the reaction mixture for 30 minutes
  2. addition2.36 g of Tetrakis are added
  3. temperatureheating
  4. temperatureAfter cooling to AT
  5. washthe reaction mixture is rinsed with 80 ml of distilled water
  6. extractionextraction
  7. customdrying
  8. customthe solvent is evaporated off under vacuum
  9. customThe reaction crude
  10. customis purified by silica gel chromatography, elution

Quellen und Nachweise

ORD-Eintrag
ord-16b580ed79724cb39d1800511ed3c0e2
Quelldatensatz
uspto-grants-2013_07
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US08486971B2

Notizen zur Reaktion

Wird geladen…

Auf dieser SeiteKomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion