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

Chloral → N-[1-(Methoxyacetyloxy)-2,2,2-trichloroethyl]-3-(2,3-dichlorophenyl)-4-cyanopyrrole

HRID 1285302
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1285302
[C:1]([C:3]1[C:7]([C:8]2[CH:13]=[CH:12][CH:11]=[C:10]([Cl:14])[C:9]=2[Cl:15])=[CH:6][NH:5][CH:4]=1)#[N:2].N12CCCC=C1CCCCN2.[O:27]=[CH:28][C:29]([Cl:32])([Cl:31])[Cl:30].[CH3:33][O:34][CH2:35][C:36](Cl)=[O:37]>O1CCCC1.C(N(CC)CC)C>[CH3:33][O:34][CH2:35][C:36]([O:27][CH:28]([N:5]1[CH:4]=[C:3]([C:1]#[N:2])[C:7]([C:8]2[CH:13]=[CH:12][CH:11]=[C:10]([Cl:14])[C:9]=2[Cl:15])=[CH:6]1)[C:29]([Cl:32])([Cl:31])[Cl:30])=[O:37]
KomponentenReaktionsbedingungenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

7

Edukt 4

HCID 6407ChloralHCID 91724FenpiclonilHCID 96623Methoxyacetyl chlorideHCID 9834010Diazabicyclo[5.4.0]undec-7-ene

Produkt 1

HCID 20248794N-[1-(Methoxyacetyloxy)-2,2,2-trichloroethyl]-3-(2,3-dichlorophenyl)-4-cyanopyrrole

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 8028
Tetrahydrofuran
Lösungsmittel
2×
HCID 8471TriethylamineLösungsmittel

Reaktionsbedingungen

Temperatur
-5 °C

Versuchsvorschrift

4.8 g of 3-cyano-4-(2,3-dichlorophenyl)pyrrole are dissolved in 50 ml of tetrahydrofuran and to the solution are added 0.2 ml of diazabicyclo[5.4.0]undec-7-ene and then 2.3 ml of chloral. The solution is cooled to -5° C., then 3.3 ml of triethylamine are added dropwise. The reaction mixture is stirred for 1 hour at -5° C. and then a solution of 2.2 ml of methoxyacetyl chloride in 10 ml of tetrahydrofuran is slowly added dropwise at -10° to -5° C. After it has been stirred for 1 hour in a thawing cooling bath, the reaction mixture is poured into ice-water and extracted twice with ethyl acetate. The organic extracts are washed twice with cold dilute hydrochloric acid and twice with a cold semi-saturated solution of sodium chloride, then dried over sodium sulfate and filtered. The filtrate is concentrated and the residue is crystallised from petroleum ether, affording colourless crystals of the title compound with a melting point of 88°-90° C.

Aufarbeitung

  1. stirringAfter it has been stirred for 1 hour in a thawing
  2. temperaturecooling bath
  3. extractionextracted twice with ethyl acetate
  4. washThe organic extracts are washed twice with cold dilute hydrochloric acid and twice with a cold semi-saturated solution of sodium chloride
  5. dry with materialdried over sodium sulfate
  6. filtrationfiltered
  7. concentrationThe filtrate is concentrated
  8. customthe residue is crystallised from petroleum ether

Quellen und Nachweise

ORD-Eintrag
ord-491fe6bf2d4e41db9feff11fd72ebfe2
Quelldatensatz
uspto-grants-1986_01
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US04567052

Notizen zur Reaktion

Wird geladen…

Auf dieser SeiteKomponentenReaktionsbedingungenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion