反应详情

To a solution of monomethyl malonate (14.16 g, 1.2 eq based on the cyclopropanecarboxaldehyde) and ammonium acetate (0.3 g) in benzene (20 ml) was added dropwise a solution of cyclopropanecarboxaldehyde (7.1 g, 101.3 mmol) in pyridine (11 ml) at 0±5° C. After addition, the solution was refluxed to remove water outside. To the reaction mixture was added 1N hydrochloric acid to acidify. After separation, the aqueous layer was extracted with diisopropyl ether (70 ml) twice. The combined organic layer was concentrated under reduced pressure to give methyl cyclopropylacrylate (11.1 g, yield 88%).

1. additionAfter addition
2. temperaturethe solution was refluxed
3. customto remove water outside
4. additionTo the reaction mixture was added 1N hydrochloric acid
5. customAfter separation
6. extractionthe aqueous layer was extracted with diisopropyl ether (70 ml) twice
7. concentrationThe combined organic layer was concentrated under reduced pressure