[CH:1]([C:3]1[CH:4]=[C:5]([CH:10]=[CH:11][CH:12]=1)[C:6]([O:8][CH3:9])=[O:7])=O.C(=O)([O-])[O-].[K+].[K+].[C:19]([CH2:21]P(=O)(OCC)OCC)#[N:20].O>O1CCCC1>[C:19](/[CH:21]=[CH:1]/[C:3]1[CH:4]=[C:5]([CH:10]=[CH:11][CH:12]=1)[C:6]([O:8][CH3:9])=[O:7])#[N:20]
To a solution of methyl 3-formylbenzoate (1.00 g, 6.09 mmol) in tetrahydrofuran (10 mL) were added potassium carbonate (1.02 g, 7.31 mmol), diethyl (cyanomethyl)phosphonate (1.29 g, 7.31 mmol) and water (0.2 mL), and the mixture was stirred at 70° C. for 1 hr. To the reaction mixture was added water (30 mL), and the mixture was extracted with ethyl acetate (30 mL, 10 mL). The combined organic layer was washed with saturated brine (5 mL), and dried over anhydrous sodium sulfate. The insoluble material was filtered off, and the filtrate was concentrated under reduced pressure. The obtained residue was recrystallized from ethyl acetate and hexane to give the title compound (730 mg, 64%) as colorless needle crystals.
Wird geladen…
