StartseiteMCPWorkbenchSkills
StartseiteWorkbenchBenachrichtigungenMein Bereich
llms.txt · MCP-AnleitungDatenschutz · Nutzungsbedingungen · Supportv1.8.0
  1. Startseite
  2. /Reaktion

2-Methoxyethanol → [11-(2-Ethylhexyl)-5-(2,4,6-trimethylbenzoyl)-11H-benzo[a]-carbazole-8-yl}-[2-(2-methoxyethoxy)phenyl]-methanone oxime

HRID 2172360
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 2172360
[CH2:1]([CH:3]([CH2:42][CH2:43][CH2:44][CH3:45])[CH2:4][N:5]1[C:17]2[C:12](=[CH:13][C:14]([C:22]([C:24]3[C:29]([CH3:30])=[CH:28][C:27]([CH3:31])=[CH:26][C:25]=3[CH3:32])=[O:23])=[C:15]3[CH:21]=[CH:20][CH:19]=[CH:18][C:16]3=2)[C:11]2[C:6]1=[CH:7][CH:8]=[C:9]([C:33](=O)[C:34]1[CH:39]=[CH:38][CH:37]=[CH:36][C:35]=1F)[CH:10]=2)[CH3:2].[CH3:46][O:47][CH2:48][CH2:49][OH:50].CC(C)([O-])C.[K+].[Cl-].[OH:58][NH3+:59]>N1C=CC=CC=1.O>[CH2:1]([CH:3]([CH2:42][CH2:43][CH2:44][CH3:45])[CH2:4][N:5]1[C:17]2[C:12](=[CH:13][C:14]([C:22](=[O:23])[C:24]3[C:25]([CH3:32])=[CH:26][C:27]([CH3:31])=[CH:28][C:29]=3[CH3:30])=[C:15]3[CH:21]=[CH:20][CH:19]=[CH:18][C:16]3=2)[C:11]2[C:6]1=[CH:7][CH:8]=[C:9]([C:33]([C:34]1[CH:39]=[CH:38][CH:37]=[CH:36][C:35]=1[O:50][CH2:49][CH2:48][O:47][CH3:46])=[N:59][OH:58])[CH:10]=2)[CH3:2]
KomponentenReaktionsbedingungenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

7

Edukt 4

HCID 80192-MethoxyethanolHCID 21645Hydroxylamine HClHCID 23665647Potassium tert-butoxideHCID 6809414611-(2-Ethylhexyl)-8-(2-fluorobenzoyl)-11H-benzo[a]carbazole-5-yl-(2,4,6-trimethylphenyl)-methanone

Produkt 1

HCID 131732959[11-(2-Ethylhexyl)-5-(2,4,6-trimethylbenzoyl)-11H-benzo[a]-carbazole-8-yl}-[2-(2-methoxyethoxy)phenyl]-methanone oxime
Ausbeute 71 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 1049PyridineLösungsmittel

Reaktionsbedingungen

Temperatur
80 °C

Versuchsvorschrift

To 11-(2-Ethylhexyl)-8-(2-fluorobenzoyl)-11H-benzo[a]carbazole-5-yl-(2,4,6-trimethylphenyl)-methanone (5.98 g; 10.0 mmol) in pyridine (10 mL) are added 2-methoxyethanol (2.28 g; 30.00 mmol) and potassium tert-butoxide (1.68 g; 15.00 mmol) at room temperature. The mixture is heated at 80° C., and it is stirred for 3.5 hours. To the reaction mixture is added hydroxylammonium chloride (2.08 g; 30.00 mmol), and then the mixture is stirred at 100° C. overnight. After it is cooled at room temperature, the reaction mixture is poured into 200 ml of water. The precipitated solid is collected by filtration, and then it is washed with CH3OH. The desired compound is obtained in 71% yield (4.73 g) as a white solid. The structure is confirmed by 1H-NMR spectrum (CDCl3). δ [ppm]: 0.81 (t), 0.87 (t), 1.17-1.43 (m), 2.18 (s), 2.26-2.28 (m), 2.36 (s), 2.39 (s), 2.96 (s), 3.08 (t), 3.11 (t), 3.45 (t), 3.81 (t), 4.08 (t), 4.65-4.75 (m), 6.87 (d), 6.93 (s), 7.03-7.12 (m), 7.24-7.26 (m), 7.36-7.47 (m), 7.50-7.51 (m), 7.57 (br), 7.67-7.76 (m), 8.27 (d), 8.30 (d), 8.33 (s), 8.62 (d), 9.55 (dd), 9.59 (dd)

Aufarbeitung

  1. stirringthe mixture is stirred at 100° C. overnight
  2. temperatureAfter it is cooled at room temperature
  3. filtrationThe precipitated solid is collected by filtration
  4. washit is washed with CH3OH

Quellen und Nachweise

ORD-Eintrag
ord-49aca51e5ffe43448c616739a000c8f9
Quelldatensatz
uspto-grants-2015_06
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US09051397B2

Notizen zur Reaktion

Wird geladen…

Auf dieser SeiteKomponentenReaktionsbedingungenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion