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

Acetonitrile → HCID 19003058, Verbindung

HRID 1613465
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1613465
[OH:1][C:2]1[CH:10]=[CH:9][C:8]2[N:7]([CH3:11])[C:6]3[C:12](=O)[CH2:13][CH2:14][C:5]=3[C:4]=2[CH:3]=1.Cl.[C:17]1(NC2CC2)[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1.C([N:29]([CH2:32][CH3:33])CC)C.[C:34](#N)C>CC(C)[O-].[Ti+4].CC(C)[O-].CC(C)[O-].CC(C)[O-]>[CH3:11][N:7]1[C:8]2[CH:9]=[CH:10][C:2]([OH:1])=[CH:3][C:4]=2[C:5]2[CH2:14][CH2:13][C:12](=[N:29][CH:32]3[CH2:33][CH:34]3[C:17]3[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=3)[C:6]1=2
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

6

Edukt 4

HCID 6342AcetonitrileHCID 8471TriethylamineHCID 15818737HCID 15818737, VerbindungHCID 44717153N-Cyclopropylaniline hydrochloride

Produkt 1

HCID 19003058HCID 19003058, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 11026
Titanium isopropoxide
Katalysator

Versuchsvorschrift

To a stirred suspension of 1,4-dihydro-7-hydroxy-4-methylcyclopent[b]indol-3(2H)-one (5.0 g) in acetonitrile (100 ml) was added phenylcyclopropylamine hydrochloride (4.2 g) followed by triethylamine (2.5 g). The solution was stirred at room temperature under a nitrogen atmosphere while titanium (IV) isopropoxide was added in a dropwise manner. The mixture was stirred for 3 hours and thereafter quenched with ice/water. The mixture was filtered, the solids were washed with CH2Cl2, the layers were separated and the organic portion was dried (Na2SO4). After concentration, the crude product was purified via flash chromatography eluting with hexane/acetone (2:1) to give 4-methyl-3-[(2-phenylcyclopropyl)imino]-1,2,3,4-tetrahydrocyclopent[b]indol-7-ol.

Aufarbeitung

  1. additionwas added in a dropwise manner
  2. customquenched with ice/water
  3. filtrationThe mixture was filtered
  4. washthe solids were washed with CH2Cl2
  5. customthe layers were separated
  6. dry with materialthe organic portion was dried (Na2SO4)
  7. concentrationAfter concentration
  8. customthe crude product was purified via flash chromatography
  9. washeluting with hexane/acetone (2:1)

Quellen und Nachweise

ORD-Eintrag
ord-a5a1c2d683ea47d48f6e63e564b1dcb1
Quelldatensatz
uspto-grants-1993_03
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US05192789

Notizen zur Reaktion

Wird geladen…

Auf dieser SeiteKomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion