Chloromethyl Methyl Ether → 4,5,6,7-Tetrahydrothieno(3,2-c)pyridinium chloride

HRID 46673

Reaktionsgleichung

Reaktionsgleichung von HRID 46673
[S:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[CH2:6][CH2:7][NH2:8].[Cl:9][CH2:10]OC>CN(C)C=O>[ClH:9].[S:1]1[C:2]2[CH2:6][CH2:7][NH:8][CH2:10][C:3]=2[CH:4]=[CH:5]1

Komponenten

4

Edukt 2

HCID 7864Chloromethyl Methyl Ether2×HCID 116521Thiopheneethanamine

Produkt 1

HCID 101763424,5,6,7-Tetrahydrothieno(3,2-c)pyridinium chlorideAusbeute 31,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel2×

Reaktionsbedingungen

Temperatur
70 °C

Versuchsvorschrift

To a solution of 12.7 g (0.1 M) 2-(2-thienyl)ethylamine in 20 ml dimethylformamide heated at 55° C. are added, over 10 minutes, 8.05 g (0.1 M) chloromethylmethylether diluted in 10 ml dimethylformamide. After addition of the chloromethylmethylether, the medium is maintained at 70° C. for 2 hours, and is then cooled to room temperature. The desired product precipitates out and is rinsed with acetone, to give 5.5 g 4,5,6,7-tetrahydro-thieno[3,2-c]-pyridine hydrochloride (M.p=225° C.; Yield: 31%).

Aufarbeitung

  1. additionare added, over 10 minutes
  2. temperatureis then cooled to room temperature
  3. customThe desired product precipitates out
  4. washis rinsed with acetone

Quellen und Nachweise

ORD-Eintrag
ord-edffa91cfc1e41f8bcba666b2299c805
Quelldatensatz
uspto-grants-1979_11
Patentnummer
US04174448

Verknüpfte Notizen

Wird geladen…