Triethylamine → HCID 57457809, Verbindung

HRID 44693

Reaktionsgleichung

Reaktionsgleichung von HRID 44693
[NH2:1][CH2:2][C:3]1([OH:8])[CH2:7][CH2:6][CH2:5][CH2:4]1.C(N(CC)CC)C.Cl[C:17]1[C:26]2[C:21](=[CH:22][CH:23]=[CH:24][CH:25]=2)[N:20]=[CH:19][C:18]=1[N+:27]([O-:29])=[O:28]>ClCCl.O>[N+:27]([C:18]1[CH:19]=[N:20][C:21]2[C:26]([C:17]=1[NH:1][CH2:2][C:3]1([OH:8])[CH2:7][CH2:6][CH2:5][CH2:4]1)=[CH:25][CH:24]=[CH:23][CH:22]=2)([O-:29])=[O:28]

Komponenten

6

Edukt 3

HCID 8471TriethylamineHCID 112758084-Chloro-3-nitroquinolineHCID 130512021-(Aminomethyl)cyclopentan-1-ol

Produkt 1

HCID 57457809HCID 57457809, VerbindungAusbeute 65,1 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To a solution of 1-(aminomethyl)cyclopentanol (approximately 55.2 mmol, prepared as described above) in dichloromethane (280 mL) was added triethylamine (7.76 mL, 55.7 mmol) and 4-chloro-3-nitroquinoline (9.22 g, 44.3 mmol). The mixture was allowed to stand at rt over the weekend. A solid formed that was isolated by filtration. Two more crops of solid were isolated from the mother liquor. The yellow solid was stirred in water and filtered. The solid was washed with water multiple times and was dried under vacuum with heat to give 1-{[(3-nitroquinolin-4-yl)amino]methyl}cyclopentanol as yellow crystals (8.29 g, 52%).

Aufarbeitung

  1. customto stand at rt over the weekend
  2. customA solid formed that
  3. customwas isolated by filtration
  4. customTwo more crops of solid were isolated from the mother liquor
  5. filtrationfiltered
  6. washThe solid was washed with water multiple times
  7. customwas dried under vacuum
  8. temperaturewith heat

Quellen und Nachweise

ORD-Eintrag
ord-277fc0269cae449d89f44ea711dded6a
Quelldatensatz
uspto-grants-2013_09
Patentnummer
US08541438B2

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