反应详情

温度

-35 °C

THF (500 mL) was cooled to −78° C. and anhydrous NH3 (˜200 mL) was condensed into the THF. Potassium t-butoxide (71.0 g, 630 mmol) was added and the mixture was allowed to warm to ˜−35° C. The product from Step 1 (40.0 g, 250 mmol) was cooled to 0° C. in THF (200 mL) and a solution of t-BuOOH (5 M in decane, 50 mL, 250 mmol) was added over 5 min. This solution was then added dropwise to the KOt-Bu solution prepared above over 1 h, then stirred for 2 h at −35° C. and then carefully quenched with ˜50 mL of sat. NH4Cl solution. The mixture was allowed to vent and warm to rt overnight, then the organics were concentrated and the residue made acidic with NH4Cl solution and filtered. The solid was washed with cold H2O and dried to give the title compound as a dark brown solid (35 g, 80%).

1. customprepared above over 1 h
2. customcarefully quenched with ˜50 mL of sat. NH4Cl solution
3. temperaturewarm to rt overnight
4. concentrationthe organics were concentrated
5. filtrationfiltered
6. washThe solid was washed with cold H2O
7. customdried