Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Bromine | HCID 24408 | — |
| Reactant | Sodium Sulfate | HCID 24436 | — |
| Reactant | 1-(2,6-Difluorophenyl)ethan-1-one | HCID 83643 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 2783260 | HCID 2783260 | — |
Reaction Steps
5 g of 2,6-difluoroacetophenone are placed in 13.6 ml of DMSO, and 2.7 ml of bromine (8.8M in water) are added dropwise, the reaction temperature rising from room temperature to 40° C. When the addition of bromine is complete, the mixture is heated at 80° C. for 30 min. After cooling to room temperature, the reaction mixture is poured into 100 ml of dichloromethane; with stirring, sodium sulfate and solid sodium hydrogen carbonate are added to the solution, filtration is carried out and the reaction mixture is concentrated using a rotary evaporator. The crude product is subjected to flash chromatography with dichloromethane. In this way (2,6-difluorophenyl)-oxoacetaldehyde is obtained in the form of a colourless viscous oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06723720B2 |
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| Source dataset | uspto-grants-2004_04 |
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| ORD ID | ord-e9b69fc7438c4ec4a910b57867f3dae8 |
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| Source note | uspto-grants-2004_04 |
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