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

Sodium triacetoxyborohydride → 2-(5-Benzoyl-2-nitro-benzylamino)-ethanesulfonic acid cyclohexyl-methyl-amide

HRID 1968842
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1968842
[BH-](OC(C)=O)(OC(C)=O)OC(C)=O.[Na+].[CH:15]1([N:21]([CH3:28])[S:22]([CH2:25][CH2:26][NH2:27])(=[O:24])=[O:23])[CH2:20][CH2:19][CH2:18][CH2:17][CH2:16]1.[C:29]([C:37]1[CH:38]=[CH:39][C:40]([N+:45]([O-:47])=[O:46])=[C:41]([CH:44]=1)[CH:42]=O)(=[O:36])[C:30]1[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1>ClCCCl>[CH:15]1([N:21]([CH3:28])[S:22]([CH2:25][CH2:26][NH:27][CH2:42][C:41]2[CH:44]=[C:37]([C:29](=[O:36])[C:30]3[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=3)[CH:38]=[CH:39][C:40]=2[N+:45]([O-:47])=[O:46])(=[O:24])=[O:23])[CH2:16][CH2:17][CH2:18][CH2:19][CH2:20]1
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

5

Edukt 3

HCID 5049666Sodium triacetoxyborohydrideHCID 198160555-Benzoyl-2-nitrobenzaldehydeHCID 431759162-amino-N-cyclohexyl-N-methylethanesulfonamide

Produkt 1

HCID 586251122-(5-Benzoyl-2-nitro-benzylamino)-ethanesulfonic acid cyclohexyl-methyl-amide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 111,2-Dichloroethane
Lösungsmittel

Versuchsvorschrift

NaBH(OAc)3 (0.014 mol) was added to a mixture of 2-amino-ethanesulfonic acid cyclohexyl-methyl-amide (0.0091 mol) and 5-benzoyl-2-nitro-benzaldehyde (0.0091 mol) in DCE (150 mL). The reaction mixture was then stirred overnight at room temperature and then washed with saturated NaHCO3 solution. The organic layer was separated, dried (MgSO4), and filtered, and the solvent was evaporated. The residue was purified by column chromatography (eluent: 100% CH2Cl2). The purest product fractions were collected and the solvent was evaporated to yield the title compound as a residue.

Aufarbeitung

  1. washwashed with saturated NaHCO3 solution
  2. customThe organic layer was separated
  3. dry with materialdried (MgSO4)
  4. filtrationfiltered
  5. customthe solvent was evaporated
  6. customThe residue was purified by column chromatography (eluent: 100% CH2Cl2)
  7. customThe purest product fractions were collected
  8. customthe solvent was evaporated

Quellen und Nachweise

ORD-Eintrag
ord-aaa6453c6a874386a6d7787fcef77439
Quelldatensatz
uspto-grants-2013_04
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US08426429B2

Notizen zur Reaktion

Wird geladen…

Auf dieser SeiteKomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion