反应详情

温度

3 °C

Combine iron (25 mg, 0.45 mmol) and 1-methyl-3-methylsulfanyl-benzene (204 mg, 1.47 mmol) in dichloromethane (DCM, 2 mL). Cool the slurry to 3° C. and add Br2 (74 μL, 1.44 mmol) over 5 minutes. Stir at 3° C. for 10 minutes and remove the external cooling bath. Stir at room temperature for 4 hours, then quench with 10% aqueous Na2SO3 solution. Dilute the reaction with dichloromethane (10 mL) and separate. Wash the organic layer with brine, concentrate and chromatograph with dichloromethane in hexanes (0 to 5%) to give 125 mg of 1-bromo-2-methyl-4-methylsulfanyl-benzene (53%).

1. customremove the external cooling bath
2. stirringStir at room temperature for 4 hours
3. customquench with 10% aqueous Na2SO3 solution
4. additionDilute
5. customthe reaction with dichloromethane (10 mL)
6. customseparate
7. washWash the organic layer with brine
8. concentrationconcentrate