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

Acetic Acid → 2-{4-[(4-Dipropylaminomethylphenylamino)methyl]benzyl}isoindole-1,3-dione

HRID 1173885
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1173885
[O:1]=[C:2]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[C:4](=[O:11])[N:3]1[CH2:12][C:13]1[CH:20]=[CH:19][C:16]([CH:17]=O)=[CH:15][CH:14]=1.[CH2:21]([N:24]([CH2:28][C:29]1[CH:34]=[CH:33][C:32]([NH2:35])=[CH:31][CH:30]=1)[CH2:25][CH2:26][CH3:27])[CH2:22][CH3:23].C([BH3-])#N.[Na+].C(O)(=O)C>CO.O>[CH2:21]([N:24]([CH2:28][C:29]1[CH:34]=[CH:33][C:32]([NH:35][CH2:17][C:16]2[CH:15]=[CH:14][C:13]([CH2:12][N:3]3[C:4](=[O:11])[C:5]4[C:10](=[CH:9][CH:8]=[CH:7][CH:6]=4)[C:2]3=[O:1])=[CH:20][CH:19]=2)=[CH:31][CH:30]=1)[CH2:25][CH2:26][CH3:27])[CH2:22][CH3:23]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

7

Edukt 4

HCID 176Acetic AcidHCID 5003444Sodium cyanoborohydrideHCID 167770114-Dipropylaminomethyl-anilineHCID 231555474-(1,3-Dioxo-1,3-dihydroisoindol-2-ylmethyl)benzaldehyde

Produkt 1

HCID 210843762-{4-[(4-Dipropylaminomethylphenylamino)methyl]benzyl}isoindole-1,3-dioneAusbeute 250,1 %

Reagenzien, Katalysatoren, Lösungsmittel

2
HCID 887MethanolLösungsmittelHCID 962WaterLösungsmittel

Versuchsvorschrift

The compound (17.6 mg) obtained in Example 25-1, the compound (13.2 mg) obtained in Example 19-2, and sodium cyanoborohydride (8.7 mg) were dissolved in anhydrous methanol (1.0 ml). The solution was then adjusted to pH 5 with the addition of acetic acid, followed by stirring at room temperature for 4 hours. The reaction solution was added with distilled water and then subjected to extraction with chloroform. After that, the organic layer was washed with saturated saline solution and dried with anhydrous sodium sulfate. The solvent was distilled off and the residue was then purified through silica gel preparative thin-layer chromatography (chloroform/methanol), thereby obtaining the subject compound (72.9 mg) as a yellow solid.

Aufarbeitung

  1. extractionsubjected to extraction with chloroform
  2. washAfter that, the organic layer was washed with saturated saline solution
  3. dry with materialdried with anhydrous sodium sulfate
  4. distillationThe solvent was distilled off
  5. customthe residue was then purified through silica gel preparative thin-layer chromatography (chloroform/methanol)

Quellen und Nachweise

ORD-Eintrag
ord-b707b18300b640c9a6709d8d62fd68b7
Quelldatensatz
uspto-grants-2010_11
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US07833991B2

Notizen zur Reaktion

Wird geladen…

Auf dieser SeiteKomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion