반응 #50787

반응 방정식

sodium hydride

sodium hydride

diethyl malonate

α,α'-dibromo-o-xylene

→

2,2-dicarboethoxyindan

수율 74.0%

용매

tetrahydrofuran

반응 조건

후처리

1. 1
   workup.STIRRINGstir for 16 hours
2. 2
   온도while warming to room temperature
3. 3
   여과Filter
4. 4
   기타evaporate the solvent in vacuo
5. 5
   기타purify by silica gel chromatography (1:1 methylene chloride/hexane)

실험 절차

Dissolve diethyl malonate (7.6 mL, 50 mmol) in anhydrous tetrahydrofuran (500 mL) and place under an argon atmosphere. Cool to 5° C., add sodium hydride (1.2 g, 50 mmol) and stir briefly until homogeneous. Add α,α'-dibromo-o-xylene (13.2 g, 50 mmol) and stir an additional 15 minutes. Add additional sodium hydride 1.2 g, 50 mmol) and stir for 16 hours while warming to room temperature. Filter, evaporate the solvent in vacuo and purify by silica gel chromatography (1:1 methylene chloride/hexane) to give 2,2-dicarboethoxyindan (9.64 g, 74%).

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