Triethylamine → HCID 57457809, Verbindung

HRID 547307

Reaktionsgleichung

Reaktionsgleichung von HRID 547307
[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 room temperature 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 8.29 g of 1-{[(3-nitroquinolin-4-yl)amino]methyl}cyclopentanol as yellow crystals.

Aufarbeitung

  1. customto stand at room temperature 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-b199ed104e6045a0836f99c80e5a206e
Quelldatensatz
uspto-grants-2011_05
Patentnummer
US07939526B2

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