Ethylene Glycol → 2-(3-Bromothiophen-2-yl)-1,3-dioxolane

HRID 1169620Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1169620
[Br:1][C:2]1[CH:6]=[CH:5][S:4][C:3]=1[CH:7]=[O:8].[CH2:9](O)[CH2:10][OH:11].C1C=CC=CC=1.C1(C)C=CC(S(O)(=O)=O)=CC=1>O>[Br:1][C:2]1[CH:6]=[CH:5][S:4][C:3]=1[CH:7]1[O:11][CH2:10][CH2:9][O:8]1

Komponenten

6

Edukt 4

HCID 174Ethylene GlycolHCID 241BenzeneHCID 6101p-Toluenesulfonic acidHCID 27970793-Bromothiophene-2-carboxaldehyde

Produkt 1

HCID 122202112-(3-Bromothiophen-2-yl)-1,3-dioxolaneAusbeute 74,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

3-Bromothiophen-2-aldehyde (2) (7.44 g, 39 mmol), ethylene glycol (2.7 ml, 48 mmol), anhydrous benzene (130 ml) and a few crystals of p-toluenesulphonic acid were refluxed in a Dean-Stark apparatus until no more water separated. The benzene layer was washed with a solution of bicarbonate, dried (Na2SO4), and evaporated under reduced pressure to give the derivative 3 (6.8 g, 28.9 mmol, 74% yield) as an oil.

Aufarbeitung

  1. customseparated
  2. washThe benzene layer was washed with a solution of bicarbonate
  3. dry with materialdried (Na2SO4)
  4. customevaporated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-6a5b039729344a769174935cbfb642bb
Quelldatensatz
uspto-grants-2010_11
Patentnummer
US07825129B2

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