反应详情

温度

-40 °C

To a solution of (7aR)-3-(trichloromethyl)tetrahydropyrrolo[1,2-c]oxazol-1(3H)-one (D48) (0.2 g, 0.82 mol) in THF (10 ml) cooled at −78° C. LDA 2M sol in THF/heptane (0.58 ml, 1.17 mol) was added and the mixture stirred 30 min. Diiodomethane (0.185 ml, 2.97 mol) was added and the temperature was allowed to warm to −40° C. over a period of 2 hrs then left at this temperature for an additional hour. The resulting mixture was partitioned between DCM and H2O. The aqueous phase was extracted with DCM (2×10 ml); the organic phases were collected, dried over Na2SO4 and evaporated in vacuo. The residue was purified by SPE-Si cartridge (25 g) eluting with DCM. Collected fractions after solvent evaporation afforded title compound (D49) in mixture (4:1) with starting material (110 mg).

1. additionwas added
2. waitthen left at this temperature for an additional hour
3. customThe resulting mixture was partitioned between DCM and H2O
4. extractionThe aqueous phase was extracted with DCM (2×10 ml)
5. customthe organic phases were collected
6. dry with materialdried over Na2SO4
7. customevaporated in vacuo
8. customThe residue was purified by SPE-Si cartridge (25 g)
9. washeluting with DCM
10. customCollected fractions after solvent evaporation