Thionyl Chloride → 3-(6-Chlorohexyl)pyridine

HRID 1583420Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1583420
[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12]O)[CH:2]=1.S(Cl)([Cl:16])=O>C(Cl)(Cl)Cl>[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][Cl:16])[CH:2]=1

Komponenten

4

Edukt 2

HCID 24386Thionyl ChlorideHCID 36861733-Pyridinehexanol

Produkt 1

HCID 135575283-(6-Chlorohexyl)pyridineAusbeute 84,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6212ChloroformLösungsmittel2×

Versuchsvorschrift

A solution of 22 g of 6-(3-pyridyl)hexanol in 100 ml of chloroform was cooled in an ice bath and treated with a solution of 21.9 g of thionyl chloride in 50 ml of chloroform. The reaction mixture was allowed to warm to room temperature over 1 hour, was heated to a bath temperature of 60° C. for 1 hour and was concentrated. The residue was taken up in chloroform, washed with saturated potassium carbonate, dried, and evaporated. The residue was distilled to give 20.5 g (84%) of 6-(3-pyridyl)hexylchloride, bp 180°-190° C./0.15 mm.

Aufarbeitung

  1. temperaturewas heated to a bath temperature of 60° C. for 1 hour
  2. concentrationwas concentrated
  3. washwashed with saturated potassium carbonate
  4. customdried
  5. customevaporated
  6. distillationThe residue was distilled

Quellen und Nachweise

ORD-Eintrag
ord-f7a958daaa9245bdb1e241558991dd6a
Quelldatensatz
uspto-grants-1985_11
Patentnummer
US04551460

Notizen zur Reaktion

Wird geladen…