HRID11964

反应详情

EQUATION

反应方程式

HRID 11964 的结构方程式

AUXILIARIES

试剂、催化剂与溶剂

1

CONDITIONS

反应条件

温度
0 °C

PROCEDURE

实验过程

A 500 mL 3 neck flask was charged with 2.5 g (13 mmol) of 2-bromo-indene, 50 mg of NiCl2(1,3-bis(diphenylphosphino)propane) (0.06 mmol) and 150 mL of diethyl ether. To this mixture was added dropwise 12.8 mL of 1.0 M benzyl magnesium chloride in ether (12.8 mmol). The reaction was heated to reflux overnight and then quenched by cooling to 0° C. and adding 150 mL of 1.0 M aqueous hydrochloric acid. The organic layer was separated and washed twice with 50 mL of ether. The organic extracts were combined, dried over magnesium sulfate, filtered and the volatiles removed in vacuo to leave a dark oil. The sample was dissolved in a small amount of hexanes and purified by flash column chromatography using silica and hexanes as the elutent. Yield: 1.75 g, 66 percent

WORKUP

后处理

  1. temperatureThe reaction was heated
  2. temperatureto reflux overnight
  3. customquenched
  4. additionadding 150 mL of 1.0 M aqueous hydrochloric acid
  5. customThe organic layer was separated
  6. washwashed twice with 50 mL of ether
  7. dry with materialdried over magnesium sulfate
  8. filtrationfiltered
  9. customthe volatiles removed in vacuo
  10. customto leave a dark oil
  11. custompurified by flash column chromatography