反应详情

To a 100 mL round-bottomed flask equipped with magnetic stirring was added tert-butyl 4-(4-(methylsulfonyl)phenyl)bicyclo[2.2.2]octan-1-ylcarbamate (170 mg, 448 μmol), 2 mL of CH2Cl2, ca. 5 drops of water, and trifluoroacetic acid (2 mL, 27 mmol). The reaction mixture was stirred at ambient temperature for 3.5 h, after which time the mixture was concentrated in vacuo. NaOH (ca. 50 mL of a 1M aq. solution) was added to the mixture, and the aqueous layer was extracted with CH2Cl2 (3×15 mL). The organic layers were combined, dried over K2CO3, filtered, and concentrated in vacuo to give 4-(4-(methylsulfonyl)phenyl)bicyclo[2.2.2]octan-1-amine (mass=120 mg, Mass Spec. m/z+ion=280.2) The crude reaction product was taken onto the next step without further purification.

1. customTo a 100 mL round-bottomed flask equipped
2. stirringThe reaction mixture was stirred at ambient temperature for 3.5 h
3. concentrationafter which time the mixture was concentrated in vacuo
4. additionNaOH (ca. 50 mL of a 1M aq. solution) was added to the mixture
5. extractionthe aqueous layer was extracted with CH2Cl2 (3×15 mL)
6. dry with materialdried over K2CO3
7. filtrationfiltered
8. concentrationconcentrated in vacuo