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

Ethyl Acetate → Z-(1S,6S)-7-naphthalen-2-yl-7,9-diaza-bicyclo[4.2.2]dec-3-ene-8,10-dione

HRID 40624
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 40624
COC1C=C(OC)C=CC=1C[N:6]1[C:13](=[O:14])[C@H:12]2[N:15]([C:18]3[CH:27]=[CH:26][C:25]4[C:20](=[CH:21][CH:22]=[CH:23][CH:24]=4)[CH:19]=3)[C:16](=[O:17])[C@@H:7]1[CH2:8][CH:9]=[CH:10][CH2:11]2.C(OCC)(=O)C>FC(F)(F)C(O)=O.C1(SC)C=CC=CC=1.CCCCCCC>[CH:19]1[C:20]2[C:25](=[CH:24][CH:23]=[CH:22][CH:21]=2)[CH:26]=[CH:27][C:18]=1[N:15]1[C:16](=[O:17])[C@H:7]2[NH:6][C:13](=[O:14])[C@@H:12]1[CH2:11][CH:10]=[CH:9][CH2:8]2
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

6

Edukt 2

HCID 8857Ethyl Acetate2×HCID 69230528Z-(1S,6S)-7-(2,4-Dimethoxy-benzyl)-9-naphthalen-2-yl-7,9-diaza-bicyclo[4.2.2]dec-3-ene-8,10-dione

Produkt 1

HCID 69230546Z-(1S,6S)-7-naphthalen-2-yl-7,9-diaza-bicyclo[4.2.2]dec-3-ene-8,10-dione

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 6422Trifluoroacetic acidLösungsmittel
HCID 7520
Thioanisole
Lösungsmittel
HCID 8900HeptaneLösungsmittel

Versuchsvorschrift

Z-(1S,6S)-7-(2,4-Dimethoxy-benzyl)-9-naphthalen-2-yl-7,9-diaza-bicyclo[4.2.2]dec-3-ene-8,10-dione (0.180, 0.406 mmol) was placed in a CEM microwave 10-mL pressure-rated tube and was dissolved in trifluoroacetic acid (4.25 mL) and thioanisol (0.05 mL). The reaction mixture was capped and heated in a CEM discover system laboratory microwave at 120° C. for 0.5 hours. The reaction mixture was poured into a 100 mL round bottom flask and Celite® (approximately 5 g) and ethyl acetate (20 mL) were added. The solvents were removed. The Celite®/reaction mixture was loaded into an Isco solid phase loading cartridge. Flash chromatography was carried out using an Isco Companion automated chromatography system, silica column (12 g), initially holding at 40% ethyl acetate in heptane for 8 column volumes, increasing the ethylacetate concentration to 100% over 3 column volumes, holding at 100% ethyl acetate for 20 more column volumes to yield a residue.

Aufarbeitung

  1. customThe reaction mixture was capped
  2. temperatureheated in a CEM
  3. customat 120° C.
  4. customfor 0.5 hours
  5. additionThe reaction mixture was poured into a 100 mL round bottom flask
  6. customThe solvents were removed
  7. customThe Celite®/reaction mixture
  8. temperatureincreasing
  9. concentrationthe ethylacetate concentration to 100% over 3 column volumes
  10. customto yield a residue

Quellen und Nachweise

ORD-Eintrag
ord-1069adaef9074f0187f577692185ade6
Quelldatensatz
uspto-grants-2013_09
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US08530475B2

Notizen zur Reaktion

Wird geladen…

Auf dieser SeiteKomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion