2-Pyridinyl-1,3-dioxolane → 1-(2,5-Dibromobenzyl)-2-(1,3-dioxolan-2-yl)pyridinium bromide

HRID 1780901Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1780901
[O:1]1[CH2:5][CH2:4][O:3][CH:2]1[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][N:7]=1.[Br:12][C:13]1[CH:20]=[CH:19][C:18]([Br:21])=[CH:17][C:14]=1[CH2:15]Br>S1(CCCC1)(=O)=O.C(OCC)(=O)C>[Br-:12].[Br:12][C:13]1[CH:20]=[CH:19][C:18]([Br:21])=[CH:17][C:14]=1[CH2:15][N+:7]1[CH:8]=[CH:9][CH:10]=[CH:11][C:6]=1[CH:2]1[O:3][CH2:4][CH2:5][O:1]1

Komponenten

5

Edukt 2

HCID 797732-Pyridinyl-1,3-dioxolaneHCID 53260381,4-Dibromo-2-(bromomethyl)benzene

Produkt 1

HCID 190475031-(2,5-Dibromobenzyl)-2-(1,3-dioxolan-2-yl)pyridinium bromideAusbeute 79 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 8857Ethyl AcetateLösungsmittelHCID 31347SulfolaneLösungsmittel

Versuchsvorschrift

A mixture of 25.03 g (0.165 mol) of 2-(1,3-dioxolan-2-yl)-pyridine and 2,5-dibromobenzyl bromide (54 g, 0,165 mol) in 60 mL of sulfolane was heated on a steam-bath for 6 h. The mixture was diluted with 600 mL of ethyl acetate, cooled, and the resulting solid product was isolated by filtration. The above solid was triturated in 300 mL of ethyl acetate, the mixture was cooled, filtered and dried to afford 62.24 g (79%) of 1-(2,5-dibromobenzyl)-2-(1,3-dioxolan-2-yl)pyridinium bromide (Formula VI: R1 =R2 =H;R7 =2,5-Br2 ;Z- =Br-), as a yellow solid, m.p.135°-139° C.

Aufarbeitung

  1. temperaturewas heated on a steam-bath for 6 h
  2. temperaturecooled
  3. customthe resulting solid product was isolated by filtration
  4. customThe above solid was triturated in 300 mL of ethyl acetate
  5. temperaturethe mixture was cooled
  6. filtrationfiltered
  7. customdried

Quellen und Nachweise

ORD-Eintrag
ord-cc9a8b29702e4dc4a1ee1ef714409b7f
Quelldatensatz
uspto-grants-1997_05
Patentnummer
US05631264

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