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

Triethylamine → HCID 15660873, Verbindung

HRID 344696
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 344696
C(N(CC)CC)C.ClC(OCC(C)C)=O.[CH2:16]([N:23]([CH3:31])[C:24]([CH2:26][CH2:27][C:28]([OH:30])=O)=[O:25])[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1.[NH:32]1[CH2:36][CH2:35][CH2:34][C@H:33]1[CH2:37][OH:38]>C1COCC1.O>[CH2:16]([N:23]([CH3:31])[C:24]([CH2:26][CH2:27][C:28]([N:32]1[CH2:36][CH2:35][CH2:34][C@H:33]1[CH2:37][OH:38])=[O:30])=[O:25])[C:17]1[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=1
KomponentenReaktionsbedingungenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

7

Edukt 4

HCID 8471Triethylamine2×HCID 62365Isobutyl chloroformateHCID 640091L-ProlinolHCID 845833HCID 845833, Verbindung

Produkt 1

HCID 15660873HCID 15660873, VerbindungAusbeute 75,3 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962
Water
Lösungsmittel
HCID 8028TetrahydrofuranLösungsmittel2×

Reaktionsbedingungen

Temperatur
-20 °C

Versuchsvorschrift

Triethylamine (4.0 ml) and isobutyl chloroformate (1.86 ml) were added dropwise to a solution of 3-(N-benzyl-N-methylcarbamoyl) propionic acid (2.5 g) in THF (30 ml) cooled to -20° C. The mixture was stirred for 30 mins at the same temperature. Triethylamine (4 ml) was added to a solution of (S)-2-pyrrolidinemethanol (1.45 g) in THF (30 ml). To the solution cooled to -25° C., the above solution was added dropwise. The mixture was stirred for 1 hr at the same temperature. After reaction, water was added to the reaction solution. The mixture was extracted with EtOAc. The extract was washed, dried and evaporated. The residue was purified by column chromatography on silica gel (CH2Cl2 --CH3OH) to give the title compound (2.59 g) having the following physical data:

Aufarbeitung

  1. temperatureTo the solution cooled to -25° C.
  2. additionthe above solution was added dropwise
  3. stirringThe mixture was stirred for 1 hr at the same temperature
  4. additionwas added to the reaction solution
  5. extractionThe mixture was extracted with EtOAc
  6. washThe extract was washed
  7. customdried
  8. customevaporated
  9. customThe residue was purified by column chromatography on silica gel (CH2Cl2 --CH3OH)

Quellen und Nachweise

ORD-Eintrag
ord-e409292c8a0f41f0a6dd4266421be39e
Quelldatensatz
uspto-grants-1991_10
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US05053414

Notizen zur Reaktion

Wird geladen…

Auf dieser SeiteKomponentenReaktionsbedingungenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion