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ChemicalBook CAS DataBase List 1-Methylcyclopentene

1-Methylcyclopentene synthesis

13synthesis methods
-

Yield:693-89-0 96%

Reaction Conditions:

Stage #1:methyllithium;cyclopentanone at -10 - 0; for 0.5 h;
Stage #2: with toluene-4-sulfonic acid in 1,2-dichloro-ethaneReflux;

Steps:

2 Example 2
Under nitrogen protection,Prepare a solution of 2.2 M methyl lithium diethoxymethane 100 mL using methyl bromide and diethoxymethane at 0 ° C.Take out 50 mL of 2.2 M methyllithium and put it into the dropping funnel. The temperature is controlled at -10 °C, and cyclopentanone (8.4 g, 0.1 mol) is added dropwise to dissolve in 35 mL of diethoxymethane solution, and the temperature is controlled during the dropwise addition. The mixture was stirred for 30 minutes, and the mixture was stirred for 30 minutes. After the reaction was completed by GC, the saturated ammonium chloride was quenched and the pH was adjusted to 4-5. The organic layer was separated, washed with saturated brine and dried over anhydrous magnesium sulfate. The organic layer was filtered and dried, and after adding 50 mL of 1,2-dichloroethane and 0.6 g of p-toluenesulfonic acid, the mixture was heated to reflux and dehydrated, and 5 g of anhydrous magnesium sulfate was added thereto, and the mixture was filtered.Get 1-methylcyclopenteneThe 1,2-dichloroethane solution (external standard calibration: 96% product yield) was used directly in the next reaction.

References:

Cangzhou Purui Eastern Countries Technology Co., Ltd.;Liu Zonglun;Feng Xuemin;Chang Zhiliang;Leng Yanguo CN109503639, 2019, A Location in patent:Paragraph 0021

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