Lithium Hydroxide → HCID 68176441, Verbindung

HRID 1486967Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1486967
[OH:1][C:2]1[CH:3]=[C:4]([C:12]2[N:16]=[CH:15][N:14](/[CH:17]=[CH:18]\[C:19]([O:21]C(C)C)=[O:20])[N:13]=2)[CH:5]=[C:6]([C:8]([F:11])([F:10])[F:9])[CH:7]=1.[Li+].[OH-]>C1COCC1.O>[OH:1][C:2]1[CH:3]=[C:4]([C:12]2[N:16]=[CH:15][N:14](/[CH:17]=[CH:18]\[C:19]([OH:21])=[O:20])[N:13]=2)[CH:5]=[C:6]([C:8]([F:9])([F:10])[F:11])[CH:7]=1

Komponenten

5

Edukt 2

HCID 3939Lithium HydroxideHCID 53386342HCID 53386342, Verbindung

Produkt 1

HCID 68176441HCID 68176441, VerbindungAusbeute 85,5 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

A solution of (Z)-isopropyl 3-(3-(3-hydroxy-5-(trifluoromethyl)phenyl)-1H-1,2,4-triazol-1-yl)acrylate (4 g, 1.0 eq.) in THF (40 mL) and water (40 mL) was treated with LiOH (1.92 g, 4 eq.). The reaction mixture was stirred at RT for 2-3 hrs then quenched with acidic ice-water slurry (300 mL) and extracted with EtOAc (3×250 mL). The combined organic layers were washed with dil HCl solution (50 mL), dried over anhydrous Na2SO4 and concentrated under reduced pressure to afford 3 g of crude compound. The resulting crude off-white compound was used as such in the following step. Yield: 85.5%. Mass: (ES+) 299.92 (M+1).

Aufarbeitung

  1. customthen quenched with acidic ice-water slurry (300 mL)
  2. extractionextracted with EtOAc (3×250 mL)
  3. washThe combined organic layers were washed with dil HCl solution (50 mL)
  4. dry with materialdried over anhydrous Na2SO4
  5. concentrationconcentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-9d74fda233cf480288a99197613cb327
Quelldatensatz
uspto-grants-2016_08
Patentnummer
US09428490B2

Notizen zur Reaktion

Wird geladen…