Dimethylformamide → 6-Bromo-2,3-diphenylbenzofuran

HRID 1893107Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1893107
[C:1]1([C:7]2[O:11][C:10]3[CH:12]=[CH:13][CH:14]=[CH:15][C:9]=3[C:8]=2[C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[Br:22]N1C(=O)CCC1=O.CN(C)C=O>O>[Br:22][C:13]1[CH:14]=[CH:15][C:9]2[C:8]([C:16]3[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=3)=[C:7]([C:1]3[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=3)[O:11][C:10]=2[CH:12]=1

Komponenten

5

Edukt 3

HCID 6228DimethylformamideHCID 67184N-bromobutanimideHCID 253613Benzofurans

Produkt 1

HCID 598665016-Bromo-2,3-diphenylbenzofuranAusbeute 72 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Reaktionsbedingungen

Temperatur
70 °C

Versuchsvorschrift

43.2 g of 2,3-diphenylbenzo[b]furan, 31.3 g of N-bromosuccinimide, and 400 mL of N,N-dimethylformamide were loaded into a flask, and the mixture was stirred under heat at 70° C. for 8 hours. After having been cooled to room temperature, the reaction solution was poured into 2 L of water. The precipitated crystal was separated by filtration, washed with methanol, water, and methanol in the stated order, and purified by silica gel column chromatography, whereby 40.2 g of a pale yellow crystal were obtained (72% yield).

Aufarbeitung

  1. temperatureAfter having been cooled to room temperature
  2. customThe precipitated crystal was separated by filtration
  3. washwashed with methanol, water, and methanol in the stated order
  4. custompurified by silica gel column chromatography

Quellen und Nachweise

ORD-Eintrag
ord-2efb7776e1714f52afeaba944ee9ad20
Quelldatensatz
uspto-grants-2013_08
Patentnummer
US08512875B2

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