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ChemicalBook CAS DataBase List Azacyclotridecan-2-one
947-04-6

Azacyclotridecan-2-one synthesis

7synthesis methods
One route to dodecyllactam is from butadiene as follows:


Butadiene is trimerized with a Ziegler-Natta catalyst to give 1,5,9-cyclododecatriene which is then hydrogenated to cyclododecane. Dodecyllactam is then obtained by a series of reactions similar to those used to prepare caprolactam from cyclohexane.
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Yield:947-04-6 98%

Reaction Conditions:

with sodium azide;sulfuric acid in ethyl acetate at 60 - 77; for 2 h;Reagent/catalyst;Solvent;Temperature;

Steps:

1 Example 1
Cyclododecanone (100 g, 0.55 mol),Sodium azide (64 g, 0.98 mol) and ethyl acetate (700 mL) were mixed and stirred,The temperature inside the reactor At 60 ° C After heating,Concentrated sulfuric acid (167 g, 1.7 mol) was slowly added dropwise, and the mixture was refluxed at 77 ° C for 2 hours.The temperature inside the reactor was cooled to 50 ,The reaction solution was neutralized with 20% aqueous sodium hydroxide solution, and the organic layer was separated and washed twice with water.Then, the obtained reaction solution was cooled to 10 ,The resulting solid was filtered to obtain 106 g (yield: 98%) of laurolactam in the form of a white solid.

References:

J&C Science Co., Ltd.;Choi Jong-ryu;Choi In-yeong;Jang Ji-seong KR2017/135373, 2017, A Location in patent:Paragraph 0025; 0043-0050

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