反应详情

A solution of 5.7 g (31.3 mmol) of 1-allyl-cyclopropanecarboxylic acid tert-butyl ester in 50 mL methanol and 50 mL dichloromethane under nitrogen was taken to −78° C. where ozone was bubbled in for 1 hour. Nitrogen was bubbled in until the familiar blue color dissipated. Three drops of pyridine followed by 2 mL of dimethyl sulfide were added and the cooling bath removed. After 2 hours the reaction was poured into aqueous saturated ammonium chloride solution, extracted with dichloromethane, dried and concentrated to deliver a quantitative yield of the desired aldehyde as an oil.

1. customwas taken to −78° C.
2. customwas bubbled in for 1 hour
3. customNitrogen was bubbled in until the familiar blue color
4. additionwere added
5. customthe cooling bath removed
6. additionAfter 2 hours the reaction was poured into aqueous saturated ammonium chloride solution
7. extractionextracted with dichloromethane
8. customdried
9. concentrationconcentrated