2-Methylpyridine → 1-Hexyl-2-[(4-piperidino)styryl]-pyridinium bromide

HRID 365128

Reaktionsgleichung

Reaktionsgleichung von HRID 365128
[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[CH3:7].[Br:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH3:14].[N:15]1([C:21]2[CH:28]=[CH:27][C:24]([CH:25]=O)=[CH:23][CH:22]=2)[CH2:20][CH2:19][CH2:18][CH2:17][CH2:16]1.N1CCCCC1>CO.CCOCC>[Br-:8].[CH2:9]([N+:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[CH:7]=[CH:25][C:24]1[CH:23]=[CH:22][C:21]([N:15]2[CH2:20][CH2:19][CH2:18][CH2:17][CH2:16]2)=[CH:28][CH:27]=1)[CH2:10][CH2:11][CH2:12][CH2:13][CH3:14]

Komponenten

7

Edukt 4

HCID 79752-MethylpyridineHCID 8082PiperidineHCID 81011-BromohexaneHCID 2913544-(Piperidin-1-yl)benzaldehyde

Produkt 1

HCID 704551961-Hexyl-2-[(4-piperidino)styryl]-pyridinium bromideAusbeute 16,3 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 887MethanolLösungsmittelHCID 3283Diethyl EtherLösungsmittel

Versuchsvorschrift

2-Picoline (2.79 g, 0.03 mole) and 1-bromo-hexane (5.0 g, 0.03 mole) were heated in an oil bath at 130° C. for five hours. The resulting oil was cooled and dissolved in methanol (40 ml). 4-Piperidinobenzaldehyde (5.67 g, 0.03 mole) and piperidine (0.25 ml) were added and the mixture was refluxed under nitrogen for two hours. The addition of about 100 ml of ether to the cold solution gave red crystals which were collected and washed to give 1-hexyl-2-[(4-piperidino)styryl]-pyridinium bromide (2.1 g), melting point 212°-214° C. (decomposition).

Aufarbeitung

  1. temperatureThe resulting oil was cooled
  2. temperaturethe mixture was refluxed under nitrogen for two hours
  3. customgave red crystals which
  4. customwere collected
  5. washwashed

Quellen und Nachweise

ORD-Eintrag
ord-d4ae4e84612e488d90a28cbe0a27cb90
Quelldatensatz
uspto-grants-1986_08
Patentnummer
US04608379

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