Diethyl Ether → [6-[(6-Bromohexyl)oxy]-1-hexynyl]pyrazine

HRID 982393Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 982393
Br[C:2]1[CH:7]=[N:6][CH:5]=[CH:4][N:3]=1.[Br:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][O:15][CH2:16][CH2:17][CH2:18][CH2:19][C:20]#[CH:21].CCOCC>C(#N)C.[Cu]I>[Br:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][O:15][CH2:16][CH2:17][CH2:18][CH2:19][C:20]#[C:21][C:2]1[CH:7]=[N:6][CH:5]=[CH:4][N:3]=1

Komponenten

6

Edukt 3

HCID 3283Diethyl EtherHCID 6428002-BromopyrazineHCID 218671586-[(6-Bromohexyl)oxy]-1-hexyne

Produkt 1

HCID 19876775[6-[(6-Bromohexyl)oxy]-1-hexynyl]pyrazineAusbeute 79,9 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)KatalysatorHCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

A mixture of bromopyrazine (1.64 g), 6-[(6-bromohexyl)oxy]-1-hexyne (2.69 g) N,N-dicyclohexylamine (1.88 g), BTPC (130 mg) and copper (I) iodide (13 mg) in acetonitrile (30 ml) was stirred at 22° under nitrogen for 1 h. Ether (150 ml) was added, the mixture filtered and evaporated in vacuo to an oil which was purified by FCC eluting with hexane-ether (3:2→1:1) followed by ether to give the title compound as a dark yellow oil (2.79 g), t.l.c. (ether) Rf 0.5.

Aufarbeitung

  1. filtrationthe mixture filtered
  2. customevaporated in vacuo to an oil which
  3. customwas purified by FCC
  4. washeluting with hexane-ether (3:2→1:1)

Quellen und Nachweise

ORD-Eintrag
ord-bcd25c564d0546d1ad1a57263a2ba939
Quelldatensatz
uspto-grants-1991_02
Patentnummer
US04996218

Notizen zur Reaktion

Wird geladen…