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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 598164Erstellt: 25. Oktober 2026

Potassium Phosphate, Tribasic → 1-Benzyl-3-(hydroxymethyl)-5-mesitylcinnolin-4(1H)-one

https://huagongshe.com/reaction/598164

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktPotassium Phosphate, TribasicHCID 62657—
Edukt2,4,6-Trimethylbenzeneboronic acidHCID 292184—
Edukt1-Benzyl-5-chloro-3-hydroxymethylcinnolin-4(1H)-oneHCID 67267209—
KatalysatorHCID 178418397HCID 178418397—
LösungsmittelDimethylformamideHCID 6228—
Produkt1-Benzyl-3-(hydroxymethyl)-5-mesitylcinnolin-4(1H)-oneHCID 6726770147,2%

Reaktionsbedingungen

Temperatur100 °C

Reaktionsschritte

A mixture of 0.144 g (0.479 mmol) of 1-benzyl-5-chloro-3-(hydroxymethyl)cinnolin-4(1H)-one, 0.126 g (0.766 mmol) of mesityl boronic acid, 0.111 g (0.096 mmol) of tetrakis and 0.254 g (1.20 mmol) of potassium phosphate in 8 mL of DMF was heated to 100° C. for 16 h. The reaction mixture was quenched with water and extracted with ethyl acetate containing 5% hexanes. The combined organic layers were washed with brine, dried over sodium sulfate, filtered through a plug of silica gel and concentrated in vacuo onto silica gel. The crude material was purified by flash chromatography eluting with a 25% ethyl acetate/hexanes mixture to give 0.087 g (47%) of the title compound as a tan solid.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07897607B2
Quelldatensatzuspto-grants-2011_03
ORD IDord-4cc07d99854542ee8e7e02513e48ee6d
Quellennotizuspto-grants-2011_03