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Carbonic acid-guanidine (1:1) → HCID 178476979, Verbindung

HRID 629945
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 629945
[CH2:1]([O:3][P:4]([C:9]([F:35])([F:34])[CH2:10][CH2:11][O:12][CH2:13][CH2:14][O:15][C:16]1[CH:31]=[CH:30][C:19](/[CH:20]=[C:21](\[C:27](=O)[CH3:28])/[C:22](OCC)=[O:23])=[C:18]([O:32][CH3:33])[CH:17]=1)([O:6][CH2:7][CH3:8])=[O:5])[CH3:2].C(=O)(O)O.[NH2:40][C:41]([NH2:43])=[NH:42]>CO.O.CCOC(C)=O>[NH2:43][C:41]1[N:42]=[C:22]([OH:23])[C:21]([CH2:20][C:19]2[CH:30]=[CH:31][C:16]([O:15][CH2:14][CH2:13][O:12][CH2:11][CH2:10][C:9]([P:4](=[O:5])([O:6][CH2:7][CH3:8])[O:3][CH2:1][CH3:2])([F:35])[F:34])=[CH:17][C:18]=2[O:32][CH3:33])=[C:27]([CH3:28])[N:40]=1
KomponentenReaktionsbedingungenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

6

Edukt 2

HCID 286947Carbonic acid-guanidine (1:1)HCID 86667771(E)-ethyl 2-(4-(2-(3-(diethoxyphosphoryl)-3,3-difluoropropoxy)ethoxy)-2-methoxybenzylidene)-3-oxobutanoate

Produkt 1

HCID 178476979HCID 178476979, VerbindungAusbeute 15 %

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 887MethanolLösungsmittelHCID 962Water
Lösungsmittel
HCID 8857Ethyl AcetateLösungsmittel

Reaktionsbedingungen

Temperatur
80 °C

Versuchsvorschrift

To a solution of (E)-ethyl 2-(4-(2-(3-(diethoxyphosphoryl)-3,3-difluoropropoxy)ethoxy)-2-methoxybenzylidene)-3-oxobutanoate (1 equiv.) in MeOH (0.20 M) was added guanidine carbonate (1.1 equiv.) and the reaction mixture was heated to 80° C. for 3 h. At this point the reaction mixture was allowed to cool to room temperature and it was then diluted with water and EtOAc. The resulting mixture was transferred to a separatory funnel and washed with EtOAc three times. The combined organic layers were dried over anhydrous Na2SO4 and the volatiles were removed in vacuo. The resulting residue was purified by a COMBIFLASH™ system using a gradient of 0-10% MeOH/DCM to provide the title compound (15%) as a solid.

Aufarbeitung

  1. temperatureto cool to room temperature
  2. customThe resulting mixture was transferred to a separatory funnel
  3. washwashed with EtOAc three times
  4. dry with materialThe combined organic layers were dried over anhydrous Na2SO4
  5. customthe volatiles were removed in vacuo
  6. customThe resulting residue was purified by a COMBIFLASH™ system

Quellen und Nachweise

ORD-Eintrag
ord-9b7b628470c649d480e70beccb29b8ad
Quelldatensatz
uspto-grants-2016_04
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US09315530B2

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