反应详情

温度

5 °C

Compound 45 (2.0 g, 2.9 mmol) was dissolved in dichloromethane (14 mL), and to this solution was added a solution of sodium bromide (144 mg) in water (1.0 mL) followed by a solution of sodium bicarbonate (300 mg) in water (4.0 mL). The mixture was cooled to 0° C., whereupon TEMPO (53 mg, 0.34 mmol) was added. Commercial bleach solution containing sodium hypochlorite (3.3 mL) further diluted with water (9.6 mL) was added drop-wise over the course of 10 minutes. The mixture was stirred 1.5 hours at 5° C. after which the organic layer was separated and washed with 10% aqueous sodium sulfite (8 mL) then brine. The resulting solution was dried over magnesium sulfate, filtered, and then concentrated to dryness. After crystallization from dichloromethane/ethyl acetate, compound 4 showed spectroscopic properties identical to those reported in Example 14.

1. additionwas added
2. additionwas added drop-wise over the course of 10 minutes
3. customwas separated
4. washwashed with 10% aqueous sodium sulfite (8 mL)
5. dry with materialThe resulting solution was dried over magnesium sulfate
6. filtrationfiltered
7. concentrationconcentrated to dryness
8. customAfter crystallization from dichloromethane/ethyl acetate, compound 4 showed spectroscopic properties identical to