Reaktion #40848

Reaktionsgleichung

(Z)-3-hydroxy-2,3-diphenyl-propenal

(Z)-3-Hydroxy-2,3-diphenyl-propenal

pTSA

methyl urea

diethyl ether

→

title compound

1-Methyl-5,6-diphenyl-1H-pyrimidin-2-one

Lösungsmittel

CH2Cl2

toluene

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThe reaction was quenched with water
2. 2
   Extraktionthe products were extracted with ethyl acetate
3. 3
   SonstigeThe organic layer was separated
4. 4
   Waschenwashed with brine
5. 5
   Trocknendried over MgSO4
6. 6
   Einengenconcentrated in vacuo
7. 7
   Sonstigeto produce a yellow oil

Vorschrift

A solution of (Z)-3-hydroxy-2,3-diphenyl-propenal (105, 423 mg, 1.89 mmol), pTSA (30 mg, 7.56 mmol) and methyl urea (118 mg, 0.62 mmol) in toluene was heated at 110° C. overnight. The reaction was quenched with water, and the products were extracted with ethyl acetate. The organic layer was separated and washed with brine, and dried over MgSO4, and concentrated in vacuo to produce a yellow oil. The crude product was dissolved in CH2Cl2 and titrated with diethyl ether to give the title compound as a white solid.

Quelle