1-Bromohexane → 1-Thiocyanohexane

HRID 1578999Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1578999
Br[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH3:7].[S-:8][C:9]#[N:10].CN([S+](N(C)C)N(C)C)C>C(#N)C>[CH2:2]([S:8][C:9]#[N:10])[CH2:3][CH2:4][CH2:5][CH2:6][CH3:7]

Komponenten

4

Edukt 2

HCID 81011-BromohexaneHCID 21557490Tris(dimethylamino)sulfonium thiocyanate

Produkt 1

HCID 812571-ThiocyanohexaneAusbeute 85 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

A 7.4-g (0.45 mole) sample of 1-bromohexane was added at ambient temperature to a stirred solution of 11.1 g (0.05 mole) of tris(dimethylamino)sulfonium thiocyanate in 25 ml acetonitrile, and the rate of the reaction was followed by gas-liquid partition chromatography (glc). The reaction was one-half completed after 3 hr, and was essentially completed after 20 hr. The reaction mixture was poured into water and extracted with ether. The ether extract was dried (MgSO4) and distilled to give 5.47 g (85%) of n-hexyl thiocyanate as a colorless liquid, bp 93°-94° (10 mm).

Aufarbeitung

  1. custompartition chromatography (glc)
  2. waitwas essentially completed after 20 hr
  3. additionThe reaction mixture was poured into water
  4. extractionextracted with ether
  5. extractionThe ether extract
  6. dry with materialwas dried (MgSO4)
  7. distillationdistilled

Quellen und Nachweise

ORD-Eintrag
ord-1c104ef183624617a63209182e6ffb63
Quelldatensatz
uspto-grants-1976_02
Patentnummer
US03940402

Notizen zur Reaktion

Wird geladen…