ChemicalBook CAS DataBase List Diethyl 1,1-cyclobutanedicarboxylate

Diethyl 1,1-cyclobutanedicarboxylate synthesis

11synthesis methods

Product Name:Diethyl 1,1-cyclobutanedicarboxylate
CAS Number:3779-29-1
Molecular formula:C10H16O4
Molecular Weight:200.23

The preparation of diethyl 1,1-cyclobutanedicarboxylate is as follows:The major product is tetraethy1 1,1,5,5-pentanetetra-carboxylate II with diethyl malonate. To eliminate this side reaction, II was independently prepared by the addition of hydrogen bromide to diethyl allylmalonate (I) and then cyclized to II by treatment with sodium ethylate. The over-all yield from I is about 50%.

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109-64-8 Synthesis

109-64-8
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105-53-3
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3779-29-1
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$19.00/10g

Yield:3779-29-1 89%

Reaction Conditions:

with tetrabutylammomium bromide;sodium ethanolate;potassium carbonate in N,N-dimethyl-formamide at 20;

Steps:

3.1.5. General Procedure for the Preparation ofN1-(3-Fluoro-4-hydroxyphenyl)-N3-(4-fluorophenyl)malonamide Derivatives Compounds 12
General procedure: Diethyl malonate 2.53 mL (17 mmol), iodomethane or 1,2-dibromoethane or 1,3-dibromoethane(22 mmol), K2CO3 5.7 g (42 mmol) and tetrabutylammonium bromide 0.27 g (0.08 mmol) were addedin DMF. The mixture is stirred for 16 h at room temperature. After evaporation of solvent, the residuewas extracted with ethyl acetate 100 mL three times, and the organic layer was washed with water.After the concentration of the solvent, colorless oil diethyl cyclopropane-1,1-dicarboxylatederivativeswere obtained (yield 89%).

References:

Jiang, Yingnan;Zhang, Ke;Gao, Suyu;Wang, Guihua;Huang, Jian;Wang, Jinhui;Chen, Lixia [Molecules,2016,vol. 21,# 5,art. no. 612]

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