Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | p-Chlorophenacyl bromide | HCID 68303 | — |
| Reactant | (4-Chlorophenyl)methanesulfonyl fluoride | HCID 18958404 | — |
| Catalyst | Tetrabutylammonium Bromide | HCID 74236 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 4',4-Dichlorochalcone | HCID 5377011 | 68.7% |
Reaction Steps
A catalytic amount (about 300 mg) of tetrabutylammonium bromide and 68 g of powdered anydrous potassium carbonate were added to a solution of 21.8 g 4-chlorophenylmethanesulphonyl fluoride and 23.3 g of 4-chlorophenacyl bromide in 200 ml of tetrahydrofuran at room temperature, while stirring. The mixture was stirred for a further 8 hours at 50° C. The reaction mixture was allowed to cool down to room temperature and was then filtered to remove inorganic substances which had precipitated. The organic phase was concentrated by stripping off the solvent under reduced pressure. The residue was recrystallized from ethanol. In this manner, 19.0 g of trans-1,3-di-(4-chlorophenyl)-prop-2-en-1-one were obtained in the form of yellow crystals of melting point 156° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05360935 |
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| Source dataset | uspto-grants-1994_11 |
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| ORD ID | ord-8d838e072ffe4b74bc4706278c196e33 |
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| Source note | uspto-grants-1994_11 |
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