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1-Iodopentane → HCID 178447154, Verbindung

HRID 2225609
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 2225609
C(N(C(C)C)CC)(C)C.I[CH2:11][CH2:12][CH2:13][CH2:14][CH3:15].[CH3:16][C@H:17]1[CH2:22][CH2:21][C@H:20]([NH:23][C:24](=[O:40])[CH:25]=[CH:26][C:27]2[CH:32]=[CH:31][C:30]([O:33][CH2:34][C:35]([OH:37])=[O:36])=[C:29]([O:38][CH3:39])[CH:28]=2)[CH2:19][CH2:18]1>C(Cl)Cl>[CH3:16][C@H:17]1[CH2:18][CH2:19][C@H:20]([NH:23][C:24](=[O:40])[CH:25]=[CH:26][C:27]2[CH:32]=[CH:31][C:30]([O:33][CH2:34][C:35]([O:37][CH2:11][CH2:12][CH2:13][CH2:14][CH3:15])=[O:36])=[C:29]([O:38][CH3:39])[CH:28]=2)[CH2:21][CH2:22]1
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Komponenten

5

Edukt 3

HCID 123351-IodopentaneHCID 81531DiisopropylethylamineHCID 178490558HCID 178490558, Verbindung

Produkt 1

HCID 178447154HCID 178447154, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

30 ml of diisopropylethylamine and 1.3 ml of 1-iodopentane were added to a solution of 1.84 g of N-(trans-4-methylcyclohexyl)-4-(carboxymethoxy )- 3-methoxycinnamamide (Example 172) in 50 ml of methylene chloride. The solution was stirred for 16 hours, while it was refluxed. After reaction, the reaction solution was washed three times with 200 ml of an aqueous sodium thiosulfate solution and once with an aqueous sodium chloride solution, and was dried over magnesium sulfate. Then, the solvent was removed in vacuo. The product obtained was recrystallized from methylene chloride/ether, yielding 1.56 g of N-(trans-4-methylcyclohexyl)-4-(pentyloxycarbonylmethoxy) -3-methoxycinnamamide (a compound of the present invention) as white crystal, which had the following physiochemical properties:

Aufarbeitung

  1. temperaturewas refluxed
  2. customAfter reaction
  3. washthe reaction solution was washed three times with 200 ml of an aqueous sodium thiosulfate solution
  4. dry with materialonce with an aqueous sodium chloride solution, and was dried over magnesium sulfate
  5. customThen, the solvent was removed in vacuo
  6. customThe product obtained
  7. customwas recrystallized from methylene chloride/ether

Quellen und Nachweise

ORD-Eintrag
ord-6235fe02649d418c8b90eab6bc920746
Quelldatensatz
uspto-grants-1994_09
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US05344845

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