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

Dicyclohexylcarbodiimide → HCID 178444060, Verbindung

HRID 2226077
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 2226077
[F:1][C:2]1[C:10]([F:11])=[C:9]([O:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH3:19])[CH:8]=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].[CH2:20]([C@H:25]1[CH2:30][CH2:29][C@H:28]([CH2:31][CH2:32][CH2:33][CH2:34][C:35]2[CH:40]=[CH:39][C:38](O)=[CH:37][CH:36]=2)[CH2:27][CH2:26]1)[CH2:21][CH2:22][CH2:23][CH3:24].C1(N=C=NC2CCCCC2)CCCCC1>CN(C)C1C=CN=CC=1.ClCCl>[CH2:20]([C@H:25]1[CH2:30][CH2:29][C@H:28]([CH2:31][CH2:32][CH2:33][CH2:34][C:35]2[CH:36]=[CH:37][C:38]([O:5][C:4](=[O:6])[C:3]3[CH:7]=[CH:8][C:9]([O:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH3:19])=[C:10]([F:11])[C:2]=3[F:1])=[CH:39][CH:40]=2)[CH2:27][CH2:26]1)[CH2:21][CH2:22][CH2:23][CH3:24]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

6

Edukt 3

HCID 10868DicyclohexylcarbodiimideHCID 189659312,3-Difluoro-4-heptyloxybenzoic acidHCID 178444450HCID 178444450, Verbindung

Produkt 1

HCID 178444060HCID 178444060, VerbindungAusbeute 54,3 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 142844-(Dimethylamino)pyridineKatalysator
HCID 6344
Dichloromethane
Lösungsmittel

Versuchsvorschrift

1.9 g of 2,3-difluoro-4-heptyloxybenzoic acid, 2 g of 4-[4-(trans-4-pentylcyclohexyl)-1-butyl]phenol and 0.1 g of 4-(dimethylamino)pyridine were dissolved in 250 ml of dichloromethane and the solution was treated portionwise within 10 minutes while stirring with 1.6 g of N,N'-dicyclohexylcarbodiimide. The mixture was stirred at room temperature overnight and then filtered. The filtrate was diluted with dichloromethane, washed twice with 50 ml of saturated sodium carbonate solution each time and then with water, dried over magnesium sulfate, filtered and then concentrated. Chromatography of the residue on silica gel with toluene/ethyl acetate (vol. 4:1) and recrystallization from ethanol gave 2 g of 2,3-difluoro-4-heptyloxybenzoic acid 4-[4-(trans-4-pentylcyclohexyl)-1-butyl]phenyl ester with m.p. (C-SC) 67° C., SC -N 70° C. and cl.p. (N-I) 128° C.

Aufarbeitung

  1. additionthe solution was treated portionwise within 10 minutes
  2. filtrationfiltered
  3. additionThe filtrate was diluted with dichloromethane
  4. washwashed twice with 50 ml of saturated sodium carbonate solution each time
  5. dry with materialwith water, dried over magnesium sulfate
  6. filtrationfiltered
  7. concentrationconcentrated
  8. customChromatography of the residue on silica gel with toluene/ethyl acetate (vol. 4:1) and recrystallization from ethanol

Quellen und Nachweise

ORD-Eintrag
ord-848f5003d9e94bc7a660667df16d53ed
Quelldatensatz
uspto-grants-1994_09
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US05346647

Notizen zur Reaktion

Wird geladen…

Auf dieser SeiteKomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion