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

Sodium Bicarbonate → HCID 178462434, Verbindung

HRID 1937162
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1937162
[O:1]=[CH:2]/[CH:3]=[CH:4]/[CH:5]=[CH:6]/[C:7]1[CH:14]=[CH:13][C:10]([C:11]#[N:12])=[CH:9][CH:8]=1.[F:15][C:16]1[CH:21]=[C:20]([F:22])[CH:19]=[CH:18][C:17]=1[C@:23]([OH:38])([C@H:30]([S:32][CH:33]([CH2:36]O)[CH2:34][OH:35])[CH3:31])[CH2:24][N:25]1[CH:29]=[N:28][CH:27]=[N:26]1.O.C1(C)C=CC(S(O)(=O)=O)=CC=1.C(=O)([O-])O.[Na+]>ClCCl>[C:11]([C:10]1[CH:13]=[CH:14][C:7](/[CH:6]=[CH:5]/[CH:4]=[CH:3]/[C@H:2]2[O:35][CH2:34][C@H:33]([S:32][C@H:30]([CH3:31])[C@:23]([C:17]3[CH:18]=[CH:19][C:20]([F:22])=[CH:21][C:16]=3[F:15])([OH:38])[CH2:24][N:25]3[CH:29]=[N:28][CH:27]=[N:26]3)[CH2:36][O:1]2)=[CH:8][CH:9]=1)#[N:12]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

6

Edukt 4

HCID 516892Sodium BicarbonateHCID 521998p-Toluenesulfonic acid monohydrateHCID 10594623(2R,3R)-2-(2,4-difluorophenyl)-3-[[1-(hydroxymethyl)-2-hydroxyethyl]-thio]-1-(1H-1,2,4-triazol-1-yl)-2-butanolHCID 106550534-[(1E,3E)-5-Oxo-1,3-pentadienyl]benzonitrile

Produkt 1

HCID 178462434HCID 178462434, Verbindung
Ausbeute 81,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

A mixture of 240 mg (1.31 mmol) of 4-[(1E,3E)-5-oxo-1,3-pentadienyl]benzonitrile [prepared as described in Step 1(i) above], 392 mg (1.09 mmol) of (2R,3 R)-2-(2,4-difluorophenyl)-3-[[1-(hydroxymethyl)-2-hydroxyethyl]thio]-1-(1H-1,2,4-triazol-1-yl)-2-butanol [prepared as described in Japanese Patent Application (Kokai) Hei 8-333350)], 249 mg (1.31 mmol) of p-toluenesulfonic acid monohydrate, 16 ml of dichloromethane and 3.9 a of molecular sieves 4A was stirred at ambient temperature over night. Aqueous sodium hydrogen carbonate was then added to the reaction mixture and insoluble material was removed by filtration. The resulting filtrate was extracted with ethyl acetate and the organic layer was dried and then concentrated. The resulting residue was purified by chromatography on silica Gel (15 g) column using a 1:1 mixture of ethyl acetate and hexane as the eluant to give 465 mg (yield 81%) of the title compound as a solid. This solid was recrystallized from a mixture of ethyl acetate and hexane to afford crystals.

Aufarbeitung

  1. customprepared
  2. customwas removed by filtration
  3. extractionThe resulting filtrate was extracted with ethyl acetate
  4. customthe organic layer was dried
  5. concentrationconcentrated
  6. customThe resulting residue was purified by chromatography on silica Gel (15 g) column
  7. additiona 1:1 mixture of ethyl acetate and hexane as the eluant

Quellen und Nachweise

ORD-Eintrag
ord-814ea813070b4c65a2eb21996f0efb31
Quelldatensatz
uspto-grants-2002_05
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US06392082B1

Notizen zur Reaktion

Wird geladen…

Auf dieser SeiteKomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion