Dimethylformamide → 2-(Cyclohexylmethoxy)pyrimidine-4-carbaldehyde
Reaktionsgleichung
[CH:1]1([CH2:7][O:8][C:9]2[N:14]=[CH:13][CH:12]=[CH:11][N:10]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.CN([CH:18]=[O:19])C>C1COCC1>[CH:1]1([CH2:7][O:8][C:9]2[N:10]=[C:11]([CH:18]=[O:19])[CH:12]=[CH:13][N:14]=2)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]1Komponenten
4
Edukt 2
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Versuchsvorschrift
Knochel-Hauser reagent (2,2,6,6-tetramethylpiperidinylmagnesium chloride lithium chloride complex) is added to a mixture of 2-(cyclohexylmethoxy)pyrimidine in THF at −78° C., stirred for 15 min, then DMF is added. The reaction mixture is stirred at −30° C., quenched by aqueous NH4Cl, extracted with ethyl acetate. Combined organic layers are dried over anhydrous Na2SO4 and concentrated under reduced pressure to give 2-(cyclohexylmethoxy)-pyrimidine-4-carbaldehyde.