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

Triethylamine → (R)-(+)-4-octyloxyphenyl 4'-(1,1,1-trifluoro-2-octyloxycarbonyl)biphenyl-4-carboxylate

HRID 257404
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 257404
[F:1][C:2]([F:29])([F:28])[CH:3]([O:10][C:11]([C:13]1[CH:18]=[CH:17][C:16]([C:19]2[CH:24]=[CH:23][C:22]([C:25](Cl)=[O:26])=[CH:21][CH:20]=2)=[CH:15][CH:14]=1)=[O:12])[CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH3:9].[CH2:30]([O:38][C:39]1[CH:44]=[CH:43][C:42]([OH:45])=[CH:41][CH:40]=1)[CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH3:37].C(N(CC)CC)C.CN(C1C=CC=CN=1)C>C(Cl)Cl.O>[F:1][C:2]([F:29])([F:28])[C@H:3]([O:10][C:11]([C:13]1[CH:18]=[CH:17][C:16]([C:19]2[CH:24]=[CH:23][C:22]([C:25]([O:45][C:42]3[CH:41]=[CH:40][C:39]([O:38][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH3:37])=[CH:44][CH:43]=3)=[O:26])=[CH:21][CH:20]=2)=[CH:15][CH:14]=1)=[O:12])[CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH3:9]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

7

Edukt 4

HCID 8471TriethylamineHCID 218852-DimethylaminopyridineHCID 77412Phenol, 4-(octyloxy)-HCID 541276134'-(1,1,1-Trifluoro-2-octyloxycarbonyl)biphenyl-4-carbonylchloride

Produkt 1

HCID 22848632(R)-(+)-4-octyloxyphenyl 4'-(1,1,1-trifluoro-2-octyloxycarbonyl)biphenyl-4-carboxylateAusbeute 42,9 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To a solution of 4'-(1,1,1-trifluoro-2-octyloxycarbonyl)biphenyl-4-carbonylchloride (1.3 g) and 4-n-octyloxyphenol (1.0 g) in methylene chloride (40 ml) were added triethylamine (0.5 g) and dimethylaminopyridine (0.032 g). The mixture was stirred for 24 hours at room temperature before it was poured in water. Extraction was made with methylene chloride and the extract was washed with dilute aqueous sodium carbonate solution and water, in this order and dried over anhydrous magnesium sulfate. After the solvent was distilled off, the residue was purified by silica gel column chromatography (developer hexane ethyl acetate 10 0.5) and recrystallized from ethanol to obtain the titled compound (0.8 g).

Aufarbeitung

  1. extractionExtraction
  2. washthe extract was washed with dilute aqueous sodium carbonate solution and water, in this order
  3. dry with materialdried over anhydrous magnesium sulfate
  4. distillationAfter the solvent was distilled off
  5. customthe residue was purified by silica gel column chromatography (developer hexane ethyl acetate 10 0.5)
  6. customrecrystallized from ethanol

Quellen und Nachweise

ORD-Eintrag
ord-216c0a7ea4f64eaaaae9abe9811df019
Quelldatensatz
uspto-grants-1993_11
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US05262086

Notizen zur Reaktion

Wird geladen…

Auf dieser SeiteKomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion