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ChemicalBook CAS DataBase List Carbic anhydride
129-64-6

Carbic anhydride synthesis

5synthesis methods
-

Yield:-

Reaction Conditions:

Stage #1:maleic anhydride with (S)-BINOL-Silica Hybrid (BSH) in dichloromethane at 20; for 0.166667 h;Diels-Alder Cycloaddition;
Stage #2:cyclopenta-1,3-diene in dichloromethane at 20; for 2 h;Overall yield = 85 %; Optical yield = 84 %de;Diels-Alder Cycloaddition;

Steps:

2.3 General Procedure for the AsymmetricDiels-Alder Cycloaddition in the Presenceof the Catalyst (BSH)
General procedure: Dienophile (1 mmol) and 0.15 g of the catalyst (BSH) were added to CH2Cl2 (5 mL) and the mixture was stirred at room temperature. After 10 min, 6 mmol cyclopentadien (Cp) was added to the mixture. 2 h later, the reaction mixture was filtered and the solid was washed with CH2Cl2. The organic phase was evaporated in vacuo and purified by column chromatographyto afford the pure cycloadduct 3, 5 and 7.

References:

Saeidian, Hamid;Paghandeh, Hossein;Parvin, Zahra;Mirjafary, Zohreh;Ghaffarzadeh, Mohammad [Catalysis Letters,2018,vol. 148,# 5,p. 1366 - 1374]

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