Formaldehyde → 6,7-dihydro-4H-thieno[3,2-c]pyran

HRID 270651

Reaktionsgleichung

Reaktionsgleichung von HRID 270651
[S:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[CH2:6][CH2:7][OH:8].[CH2:9]=O.[In+3]>C(#N)C>[S:1]1[C:2]2[CH2:6][CH2:7][O:8][CH2:9][C:3]=2[CH:4]=[CH:5]1

Komponenten

5

Edukt 3

HCID 712FormaldehydeHCID 794002-ThiopheneethanolHCID 105148Indium cation

Produkt 1

HCID 114691186,7-dihydro-4H-thieno[3,2-c]pyranAusbeute 43 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

10.0 g of 2-thiopheneethanol, 2.8 g of paraformaldehyde, and 2.2 g of indium(III) triplate were added to 780 mL of acetonitrile, and the resulting mixture was refluxed for 12 hours. The reaction product solution was cooled to room temperature and concentrated by evaporation under reduced pressure. The residue was distilled under reduced pressure to obtain 4.7 g (yield of 43%) of the title compound, of which analysis data were the same as obtained in Example 14.

Aufarbeitung

  1. temperaturethe resulting mixture was refluxed for 12 hours
  2. concentrationconcentrated by evaporation under reduced pressure
  3. distillationThe residue was distilled under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-7e4a235f7bf04b8a8b320af81373770d
Quelldatensatz
uspto-grants-2008_11
Patentnummer
US07449580B2

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