4,4'-DICHLOROBUTYROPHENONE synthesis
- Product Name:4,4'-DICHLOROBUTYROPHENONE
- CAS Number:40877-09-6
- Molecular formula:C10H10Cl2O
- Molecular Weight:217.09
29480-09-9
40877-09-6
To a dry reaction tube were sequentially added 0.2 mmol 1-(4-chlorophenyl)cyclobutanol, 0.02 mmol manganese dichloride (MnCl2), 0.6 mmol trimethylsilyl chloride (TMSCl), 0.4 mmol 2-iodobenzoic acid and 1 mL acetonitrile (MeCN). The reaction mixture was stirred at 50°C for 7 hours. After completion of the reaction, the solvent was removed by distillation under reduced pressure. The crude product was purified by column chromatography using a solvent mixture of petroleum ether and ethyl acetate as eluent (20:1 v/v). The final product was 4,4'-dichlorobutyrophenone in 88.2% yield and 98% purity.
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40877-09-6
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Yield: 90%
Reaction Conditions:
Stage #1:4-Chlorobutanoyl chloride with 1-methyl-pyrrolidin-2-one in toluene at 0; for 0.5 h;
Stage #2:(4-chlorphenyl)magnesium bromide in tetrahydrofuran;toluene at -10 - 0; for 4.25 h;chemoselective reaction;
References:
Gowda, Maravanhalli Sidde;Pande, Sushanth Sudhir;Ramakrishna, Ramesha Andagar;Prabhu, Kandikere Ramaiah [Organic and Biomolecular Chemistry,2011,vol. 9,# 15,p. 5365 - 5368] Location in patent:supporting information; experimental part
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40877-09-6
76 suppliers
$5.00/1g