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

Aniline → HCID 9929751, Verbindung

HRID 847402
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 847402
[CH3:1][C:2]1[CH:18]=[CH:17][C:5]([CH2:6][Se:7][C:8]2[CH:16]=[CH:15][CH:14]=[CH:13][C:9]=2[C:10]([OH:12])=O)=[CH:4][CH:3]=1.C(N(CC)CC)C.O=C1N(P(Cl)(N2CCOC2=O)=O)CCO1.[NH2:41][C:42]1[CH:47]=[CH:46][CH:45]=[CH:44][CH:43]=1>ClCCl>[C:42]1([NH:41][C:10](=[O:12])[C:9]2[CH:13]=[CH:14][CH:15]=[CH:16][C:8]=2[Se:7][CH2:6][C:5]2[CH:4]=[CH:3][C:2]([CH3:1])=[CH:18][CH:17]=2)[CH:47]=[CH:46][CH:45]=[CH:44][CH:43]=1
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

6

Edukt 4

HCID 6115AnilineHCID 8471Triethylamine2×HCID 152842Bis(2-oxo-3-oxazolidinyl)phosphinic chlorideHCID 19881348HCID 19881348, Verbindung

Produkt 1

HCID 9929751HCID 9929751, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344
Dichloromethane
Lösungsmittel
3×

Versuchsvorschrift

To a solution of 1.58 g (0.00517 mol) 2-(4-methylbenzylseleno)benzoic acid (example 2) and 0.58 g (0.00573 mol) triethylamine in 10 ml dichloromethane which has been cooled to 0° C. is added 1.32 g (0.00517 mol) solid bis[2-oxo-3-oxazolidinyl]phosphoryl chloride in one portion. After stirring for 30 minutes a solution of 0.48 g aniline (0.47 ml; 0.00517 mol) in 10 ml dichloromethane and 0.74 g (1.02 ml; 0.00573 mol) triethylamine in 10 ml dichloromethane is added dropwise with stirring. The reaction mixture is stirred for 20 hours at room temperature and treated with 20 ml distilled water. The organic phase is separated and extracted successively with 20 ml water, two 25 ml portions of 10% hydrochloric acid and two 25 ml portions of 10% sodium hydroxide solution and dried. The solvent is then removed and the residue purified by column chromatography (silica gel/dichloromethane).

Aufarbeitung

  1. additionis added dropwise
  2. stirringThe reaction mixture is stirred for 20 hours at room temperature
  3. additiontreated with 20 ml
  4. distillationdistilled water
  5. customThe organic phase is separated
  6. extractionextracted successively with 20 ml water, two 25 ml portions of 10% hydrochloric acid and two 25 ml portions of 10% sodium hydroxide solution
  7. customdried
  8. customThe solvent is then removed
  9. customthe residue purified by column chromatography (silica gel/dichloromethane)

Quellen und Nachweise

ORD-Eintrag
ord-ded652e16f4549c38846e67ebbc40176
Quelldatensatz
uspto-grants-1992_08
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US05141955

Notizen zur Reaktion

Wird geladen…

Auf dieser SeiteKomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion