2-Pyridinemethanamine → [4-(Tetradecyloxy)phenyl]methyl (2-pyridinylmethyl)carbamate

HRID 248003Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 248003
[C:1](=[O:32])([O:9][CH2:10][C:11]1[CH:16]=[CH:15][C:14]([O:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH3:31])=[CH:13][CH:12]=1)OC1C=CC=CC=1.[NH2:33][CH2:34][C:35]1[CH:40]=[CH:39][CH:38]=[CH:37][N:36]=1>C(Cl)Cl>[N:36]1[CH:37]=[CH:38][CH:39]=[CH:40][C:35]=1[CH2:34][NH:33][C:1](=[O:32])[O:9][CH2:10][C:11]1[CH:12]=[CH:13][C:14]([O:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH3:31])=[CH:15][CH:16]=1

Komponenten

4

Edukt 2

HCID 195092-PyridinemethanamineHCID 10411003Phenyl [4-(tetradecyloxy)phenyl]methyl carbonate

Produkt 1

HCID 10004122[4-(Tetradecyloxy)phenyl]methyl (2-pyridinylmethyl)carbamateAusbeute 93,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Reaktionsbedingungen

Temperatur
100 °C

Versuchsvorschrift

A mixture of 0.50 g of product from Example 94 and 0.184 g of 2-(aminomethyl)pyridine is heated in a sealed tube at 100° C. for 80 minutes. The crystalline reaction product is dissolved in methylene chloride, washed with 5% potassium hydroxide and saturated sodium chloride, dried and concentrated in vacuo. The residue is purified by column chromatography (silica gel: 50% ethyl acetate/hexane) to give 0.481 g of the desired product as colorless plates.

Aufarbeitung

  1. washwashed with 5% potassium hydroxide and saturated sodium chloride
  2. customdried
  3. concentrationconcentrated in vacuo
  4. customThe residue is purified by column chromatography (silica gel: 50% ethyl acetate/hexane)

Quellen und Nachweise

ORD-Eintrag
ord-a9cb88bccd7b4ed7b5abced58fa647fa
Quelldatensatz
uspto-grants-1993_05
Patentnummer
US05208247

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