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

Ethanol → HCID 59682056, Verbindung

HRID 1394579
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1394579
[C:1]([C:4]1[O:8][C:7]2[C:9](Br)=[CH:10][CH:11]=[CH:12][C:6]=2[CH:5]=1)(=[O:3])[CH3:2].[CH2:14]([O:17][C:18]1[C:23]([C:24]([CH3:27])([CH3:26])[CH3:25])=[CH:22][C:21]([CH2:28][CH3:29])=[CH:20][C:19]=1B(O)O)[CH2:15][CH3:16].C(O)C.C([O-])([O-])=O.[Na+].[Na+]>C1(C)C=CC=CC=1.C1C=CC([P]([Pd]([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1>[C:1]([C:4]1[O:8][C:7]2[C:9]([C:19]3[CH:20]=[C:21]([CH2:28][CH3:29])[CH:22]=[C:23]([C:24]([CH3:26])([CH3:25])[CH3:27])[C:18]=3[O:17][CH2:14][CH2:15][CH3:16])=[CH:10][CH:11]=[CH:12][C:6]=2[CH:5]=1)(=[O:3])[CH3:2]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

7

Edukt 4

HCID 702EthanolHCID 10340Sodium CarbonateHCID 179526991-(7-Bromobenzofuran-2-YL)ethanoneHCID 17952732HCID 17952732, Verbindung

Produkt 1

HCID 59682056HCID 59682056, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 178418397
HCID 178418397, Verbindung
Katalysator
HCID 1140TolueneLösungsmittel

Versuchsvorschrift

To a mixture of 57 mg (0.049 mmol, 5%) of Pd(PPh3)4, 362 mg (1.26 mmol) of 2-acetyl-7-bromobenzo[b]furan and 2.52 mmol of 2-propoxy-3-tert-butyl-5-ethyl phenylboronic acid in 10 mL of toluene, and 5 mL of ethanol was added 1.3 mL of a 2N Na2CO3 aqueous solution. The mixture was heated to reflux for 3 hours and after cooling (room temperature) extracted with ethyl acetate. The organic layer was dried over MgSO4 and the solvents were removed under reduced pressure. The crude product was filtrated over a short silica plug (eluent: ethyl acetate/hexane: 10/90) and recrystallized from hexane to afford 2-acetyl-7-(2-propoxy-3-tert-butyl-5-ethylphenyl)benzo[b]furan as a white solid.

Aufarbeitung

  1. temperatureThe mixture was heated
  2. temperatureto reflux for 3 hours
  3. extractionextracted with ethyl acetate
  4. dry with materialThe organic layer was dried over MgSO4
  5. customthe solvents were removed under reduced pressure
  6. filtrationThe crude product was filtrated over a short silica plug (eluent: ethyl acetate/hexane: 10/90)
  7. customrecrystallized from hexane

Quellen und Nachweise

ORD-Eintrag
ord-e6671ad5373d484198d6d31e0cd49e70
Quelldatensatz
uspto-grants-2008_03
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US07348359B2

Notizen zur Reaktion

Wird geladen…

Auf dieser SeiteKomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion