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

Triethylamine → 3-Dimethylcarbamoylpropyl 2-[4-(4-chlorophenyl)benzyloxy]-3,3,3-trifluoro-2-trifluoromethylpropionate

HRID 973303
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 973303
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:27]=[CH:26][C:11]([CH2:12][O:13][C:14]([C:22]([F:25])([F:24])[F:23])([C:18]([F:21])([F:20])[F:19])[C:15](Cl)=[O:16])=[CH:10][CH:9]=2)=[CH:4][CH:3]=1.[OH:28][CH2:29][CH2:30][CH2:31][C:32]([N:34]([CH3:36])[CH3:35])=[O:33].C(N(CC)CC)C>O1CCCC1>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:9]=[CH:10][C:11]([CH2:12][O:13][C:14]([C:18]([F:19])([F:20])[F:21])([C:22]([F:23])([F:24])[F:25])[C:15]([O:28][CH2:29][CH2:30][CH2:31][C:32](=[O:33])[N:34]([CH3:36])[CH3:35])=[O:16])=[CH:26][CH:27]=2)=[CH:4][CH:3]=1
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

5

Edukt 3

HCID 8471TriethylamineHCID 130008164-hydroxy-N,N-dimethylbutanamideHCID 203144652-[4-(4-Chlorophenyl)benzyloxy]-3,3,3-trifluoro-2-trifluoromethylpropionyl chloride

Produkt 1

HCID 203144693-Dimethylcarbamoylpropyl 2-[4-(4-chlorophenyl)benzyloxy]-3,3,3-trifluoro-2-trifluoromethylpropionateAusbeute 59,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028
Tetrahydrofuran
Lösungsmittel
2×

Versuchsvorschrift

A solution of 2-[4-(4-chlorophenyl)benzyloxy]-3,3,3-trifluoro-2-trifluoromethylpropionyl chloride (3.10 g.) in tetrahydrofuran (10 ml.) is added dropwise at 0° C. to a stirred mixture of 4-hydroxy-N,N-dimethylbutyramide (885 mg.), triethylamine (773 mg.) and tetrahydrofuran (15 ml.). The mixture is kept at room temperature for 4 hours with stirring, and for 2 days without stirring, then filtered. The filtrate is evaporated, and the residue dissolved in ether. The solution is washed with water, 0.4 N-aqueous sodium hydroxide, N-hydrochloric acid and water again, dried and evaporated to a syrup (3.3 g.). The syrup is dissolved in toluene (10 ml.) and applied to a column of silica gel (90 g.). The column is washed with toluene (700 ml.), and then eluted with ether (900 ml.). The ether is evaporated, and the residue is recrystallised from ether-light petroleum (b.p. 40°-60° C.) to give 3-dimethylcarbamoylpropyl 2-[4-(4-chlorophenyl)benzyloxy]-3,3,3-trifluoro-2-trifluoromethyl-propionate (2.1 g.), m.p. 54°-55° C.

Aufarbeitung

  1. stirringfor 2 days without stirring
  2. filtrationfiltered
  3. customThe filtrate is evaporated
  4. dissolutionthe residue dissolved in ether
  5. washThe solution is washed with water, 0.4 N-aqueous sodium hydroxide, N-hydrochloric acid and water again
  6. customdried
  7. customevaporated to a syrup (3.3 g.)
  8. dissolutionThe syrup is dissolved in toluene (10 ml.)
  9. washThe column is washed with toluene (700 ml.)
  10. washeluted with ether (900 ml.)
  11. customThe ether is evaporated
  12. customthe residue is recrystallised from ether-light petroleum (b.p. 40°-60° C.)

Quellen und Nachweise

ORD-Eintrag
ord-382e101c10fa49a980dd902cd97ffabd
Quelldatensatz
uspto-grants-1977_10
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US04055595

Notizen zur Reaktion

Wird geladen…

Auf dieser SeiteKomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion