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Ethylmorpholine → HCID 20487949, Verbindung

HRID 1995744
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1995744
Cl.[C:2]([CH:6]1[CH:11]2[CH2:12][CH:8]([CH2:9][CH2:10]2)[NH:7]1)([O:4][CH3:5])=[O:3].[C:13]([CH2:17][CH2:18][CH:19]([CH3:23])[C:20](O)=[O:21])([O:15][CH3:16])=[O:14].C(N1CCOCC1)C.ON1C2C=CC=CC=2N=N1.C1(N=C=NC2CCCCC2)CCCCC1>C(OCC)(=O)C.O1CCCC1>[C:2]([CH:6]1[CH:11]2[CH2:12][CH:8]([CH2:9][CH2:10]2)[N:7]1[C:20](=[O:21])[CH:19]([CH3:23])[CH2:18][CH2:17][C:13]([O:15][CH3:16])=[O:14])([O:4][CH3:5])=[O:3]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

8

Edukt 5

HCID 7525EthylmorpholineHCID 10868DicyclohexylcarbodiimideHCID 757711-HydroxybenzotriazoleHCID 131928974-Carbomethoxy-2-methylbutanoic acidHCID 20487957Methyl 2-azabicyclo[2.2.1]heptane-3-carboxylate hydrochloride

Produkt 1

HCID 20487949HCID 20487949, Verbindung
Ausbeute 57,4 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 8028TetrahydrofuranLösungsmittelHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

A mixture of 3.83 g (0.02 m) of 3-carbomethoxy-2-azabicyclo[2.2.1]heptane hydrochloride from Example 1, 3.29 g (0.02 m) of 4-carbomethoxy-2-methylbutanoic acid, 2.3 g of N-ethylmorpholine, 5.4 g of 1-hydroxybenzotriazole, 4.13 g of dicyclohexylcarbodiimide and 60 ml of dry tetrahydrofuran was prepared with cooling and stirring, then, allowed to stir at room temperature for 18 hours. The mixture was filtered. The filtrate was evaporated to give a syrup which was dissolved in ethyl acetate and washed with 10% acetic acid/water and water. A solid separated. The ethyl acetate extract was further washed with 5% sodium bicarbonate solution and brine, then, dried and evaporated under reduced pressure to give 3.41 g (57%) of 3-carbomethoxy-2-(4-carbomethoxy-2-methylbutanoyl)-2-azabicyclo[2.2.1]heptane, mE 297.

Aufarbeitung

  1. customwas prepared
  2. temperaturewith cooling
  3. stirringto stir at room temperature for 18 hours
  4. filtrationThe mixture was filtered
  5. customThe filtrate was evaporated
  6. customto give a syrup which
  7. washwashed with 10% acetic acid/water and water
  8. customA solid separated
  9. extractionThe ethyl acetate extract
  10. washwas further washed with 5% sodium bicarbonate solution and brine
  11. customdried
  12. customevaporated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-83a1bb81f19b4c309f8086510a1c8229
Quelldatensatz
uspto-grants-1983_09
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US04405787

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