ChemicalBook CAS DataBase List 4,4'-Dichlorobenzil

4,4'-Dichlorobenzil synthesis

12synthesis methods

Product Name:4,4'-Dichlorobenzil
CAS Number:3457-46-3
Molecular formula:C14H8Cl2O2
Molecular Weight:279.12

1820-42-4 Synthesis

1820-42-4
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3457-46-3
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Yield:3457-46-3 85%

Reaction Conditions:

with 1,1,1,3',3',3'-hexafluoro-propanol;dimethyl sulfoxide at 130; for 20 h;

Steps:

4. General Experimental Procedure for the Synthesis of 1,2-Diketones 2a-r using Diarylacetylenes 1a-r.

General procedure: A 10 mL reaction vial was charged with internal alkynes 1a-r (1.0 mmol), HFIP (10.0 mmol) and DMSO (2 mL). The reaction vial was then sealed and heated at 130 °C for 20 h. After completion of the reaction (progress was monitored by TLC; SiO₂, Hexane/EtOAc = 9:1), the mixture was diluted with ethyl acetate (15 mL) and water (20 mL) and extracted with ethyl acetate (3 × 10 mL). The combined organic layer was washed with brine (3 × 10 mL) and dried over anhydrous Na₂SO₄. Solvent was removed under reduced pressure and the remaining residue was purified by column chromatography over silica gel using hexane / ethyl acetate = 9:1 as an eluent to obtain the desired 1,2-diketones 2a-r in high isolated yields.

References:

Gujjarappa, Raghuram;Vodnala, Nagaraju;Putta;Ganga Reddy, Velma;Malakar, Chandi C. [Tetrahedron Letters,2020,vol. 61,# 10,art. no. 151588] Location in patent:supporting information