反应详情

温度

5 °C

3-[(4-Bromo-phenyl)-cyclopropyl-methyl]-6-(2-methyl-allyl)-6-phenyl-[1,3]oxazinan-2-one (diastereomer 2 from Step 3; 1.60 g) dissolved in dichloromethane (15 mL) was added to a solution of 3-chloroperoxybenzoic acid (77%, 0.94 g) in dichloromethane (15 mL) cooled to 5° C. The solution was stirred at room temperature for 3 h, before another portion of 3-chloroperoxybenzoic acid (77%, 0.13 g) was added. After stirring the solution at room temperature for another 1.5 h, aqueous 10% Na2S2O3 solution (10 mL) and aqueous saturated NaHCO3 solution (10 mL) were added and the resulting mixture was stirred for further 30 min. Dichloromethane (20 mL) was added and the organic phase was separated and washed with a 1:1 mixture of aqueous 10% Na2S2O3 solution and aqueous saturated NaHCO3 solution. Then the organic phase was washed with water, dried (MgSO4), and concentrated to furnish the title compound. Yield: 1.86 g (ca. 85-90% pure, quantitative); LC-MS (Method 1): tR=4.00 min; Mass spectrum (ESI+): m/z=456/458 (Br) [M+H]+.

1. additionwas added
2. stirringthe resulting mixture was stirred for further 30 min
3. customthe organic phase was separated
4. washwashed with a 1:1 mixture of aqueous 10% Na2S2O3 solution and aqueous saturated NaHCO3 solution
5. washThen the organic phase was washed with water
6. dry with materialdried (MgSO4)
7. concentrationconcentrated