反应详情

To a suspension of freshly ground magnesium (0.58 g, 23 mmol) in 100 mL of ether was added about 3 mL of a 15 mL ether solution containing 3.0 g (21 mmol) of 4-fluorophenylmethyl chloride. The system was carefully heated and after initiation of the reaction, the remaining chloride solution added over 30 minutes while maintain a gentle reflux. After refluxing for 1.5 hours, the Grignard solution was cooled and cannulated to a mixture of 3.65 g (19 mmol) of 2-bromo-indene, 150 mg (0.20 mmol) of NiCl2(dppp) and 100 mL of ether. The system was gently heated to reflux overnight and then cooled and quenched by adding 150 mL of 1.0 M aqueous hydrochloric acid. The product was isolated and purified (hexanes/silica) as for 2-benzyl-indene. Yield: 3.45 g, 74 percent

1. temperatureThe system was carefully heated
2. customafter initiation of the reaction
3. temperaturewhile maintain a gentle reflux
4. temperatureAfter refluxing for 1.5 hours
5. temperaturethe Grignard solution was cooled
6. temperatureThe system was gently heated
7. temperatureto reflux overnight
8. temperaturecooled
9. customquenched
10. additionby adding 150 mL of 1.0 M aqueous hydrochloric acid
11. customThe product was isolated
12. custompurified (hexanes/silica) as for 2-benzyl-indene