Water → methyl 3-[(1E)-2-cyanoethenyl]benzoate

温度

70 °C

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.

1. extractionthe mixture was extracted with ethyl acetate (30 mL, 10 mL)
2. washThe combined organic layer was washed with saturated brine (5 mL)
3. dry with materialdried over anhydrous sodium sulfate
4. filtrationThe insoluble material was filtered off
5. concentrationthe filtrate was concentrated under reduced pressure
6. customThe obtained residue was recrystallized from ethyl acetate and hexane

ORDレコード

ord-b7f21cbc576046ac932b787dd31b42a5

出典データセット

uspto-grants-2013_01

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US08344135B2