1,2-Dimethylpyridinium iodide → 1-Methyl-2-[o-(2,2-dimethoxyethoxy)-styryl]pyridinium iodide

HRID 1577286

Reaktionsgleichung

Reaktionsgleichung von HRID 1577286
[I-:1].[CH3:2][N+:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[CH3:9].[CH3:10][O:11][CH:12]([O:23][CH3:24])[CH2:13][O:14][C:15]1[CH:22]=[CH:21][CH:20]=[CH:19][C:16]=1[CH:17]=O>CO.N1CCCCC1>[I-:1].[CH3:2][N+:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[CH:9]=[CH:17][C:16]1[CH:19]=[CH:20][CH:21]=[CH:22][C:15]=1[O:14][CH2:13][CH:12]([O:23][CH3:24])[O:11][CH3:10]

Komponenten

5

Edukt 2

HCID 701071,2-Dimethylpyridinium iodideHCID 205720342-(2,2-Dimethoxyethoxy)benzaldehyde

Produkt 1

HCID 705758631-Methyl-2-[o-(2,2-dimethoxyethoxy)-styryl]pyridinium iodideAusbeute 87 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 8082PiperidineKatalysatorHCID 887MethanolLösungsmittel

Versuchsvorschrift

In 6 ml of methanol, 1.50 g of 1,2-dimethylpyridinium iodide and 1.50 g of o-(2,2-dimethoxyethoxy)benzaldehyde. The resultant solution, with two drops of piperidine added thereto, was refluxed for five hours and then left to stand and cool off. The crystals which deposited consequently were collected and thoroughly washed with acetone. Consequently, there was obtained 2.36 g of 1-methyl-2-[o-(2,2-dimethoxyethoxy)-styryl]pyridinium iodide which melted at 169°~173° C. This product showed the highest absorption at 353 nm (ε=1.78×104). The infrared absorption spectrum (KBr) showed peaks at 1630, 1610, 1595, 1567, 1515, 1500, 1450, 1280, 1248, 1130, 1065, 971, 780, 760 and 750 cm-1. The yield was 87%.

Aufarbeitung

  1. temperaturewas refluxed for five hours
  2. waitleft
  3. temperaturecool off
  4. customThe crystals which deposited consequently were collected
  5. washthoroughly washed with acetone

Quellen und Nachweise

ORD-Eintrag
ord-ec75d7a706e44f4081940988e2de3279
Quelldatensatz
uspto-grants-1981_09
Patentnummer
US04287335

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