Diethyl Ether → 2-[4-(Diethylamino)styryl]-1-dodecylpyridinium bromide hemihydrate

HRID 365124

Reaktionsgleichung

Reaktionsgleichung von HRID 365124
[Br-:1].[CH2:2]([N+:14]1[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=1[CH3:20])[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH3:13].[CH2:21]([N:23]([CH2:32][CH3:33])[C:24]1[CH:31]=[CH:30][C:27]([CH:28]=[O:29])=[CH:26][CH:25]=1)[CH3:22].N1CCCCC1.CCOCC>C(O)C>[OH2:29].[Br-:1].[CH2:32]([N:23]([CH2:21][CH3:22])[C:24]1[CH:31]=[CH:30][C:27]([CH:28]=[CH:20][C:15]2[CH:16]=[CH:17][CH:18]=[CH:19][N+:14]=2[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH3:13])=[CH:26][CH:25]=1)[CH3:33].[CH2:21]([N:23]([C:24]1[CH:25]=[CH:26][C:27]([CH:28]=[CH:20][C:15]2[CH:16]=[CH:17][CH:18]=[CH:19][N+:14]=2[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH3:13])=[CH:30][CH:31]=1)[CH2:32][CH3:33])[CH3:22].[Br-:1]

Komponenten

6

Edukt 4

HCID 3283Diethyl EtherHCID 8082PiperidineHCID 671144-(Diethylamino)benzaldehydeHCID 219878411-Dodecyl-2-methylpyridinium bromide

Produkt 1

HCID 1317148382-[4-(Diethylamino)styryl]-1-dodecylpyridinium bromide hemihydrateAusbeute 41,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

1-Dodecyl-2-methylpyridinium bromide (3.42 g), 0.01 mole) and 4-diethylaminobenzaldehyde (1.9 g), 0.011 mole) were refluxed in ethanol (15 ml) in the presence of piperidine (0.2 ml) under nitrogen for two hours. The solution was cooled and ether was added when an orange solid crystallised which was collected giving 2-[4-(diethylamino)styryl]-1-dodecylpyridinium bromide hemihydrate, (2.1 g), melting point 199°-200° C.

Aufarbeitung

  1. temperatureThe solution was cooled
  2. customcrystallised which
  3. customwas collected

Quellen und Nachweise

ORD-Eintrag
ord-940de61dbdf347a2848357fa33583c82
Quelldatensatz
uspto-grants-1986_08
Patentnummer
US04608379

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