反应详情

To an ice cold solution of ethyl 4-methyl-4-pentenoate (1.11 g, 7.8 mmol) in 0.5 M diazomethane in Et2O, was added palladium(II) acetate by portionwise addition (4 portions of 5 mg each were added in 15 min intervals). A total of 4 portions were added. The reaction mixture was filtered on a pad of celite and concentrated under 60 mm Hg with gentle warming. This crude product was treated a second time with diazomethane and palladium(II) acetate, filtered and concentrated. The resulting oil was filtered on a pad of florisil (60–100 mesh), washed with Et2O (2×10 mL), concentrated under 60 mm Hg to give ethyl 3-(1-methylcyclopropyl)propanoate as a colorless oil.

1. additionby portionwise addition (4 portions of 5 mg each were added in 15 min intervals)
2. additionA total of 4 portions were added
3. filtrationThe reaction mixture was filtered on a pad of celite
4. concentrationconcentrated under 60 mm Hg with gentle warming
5. additionThis crude product was treated a second time with diazomethane and palladium(II) acetate
6. filtrationfiltered
7. concentrationconcentrated
8. filtrationThe resulting oil was filtered on a pad of florisil (60–100 mesh)
9. washwashed with Et2O (2×10 mL)
10. concentrationconcentrated under 60 mm Hg