Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 2,4,5-Trimethylbenzaldehyde | HCID 22013 | — |
| Reactant | Bromine | HCID 24408 | — |
| Reactant | Aluminum(III) Chloride | HCID 6451240 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 485814-90-2 | HCID 23113828 | 100% |
Reaction Steps
Aluminum chloride (48.0 g, 360 mmol) was added to a solution of 2,4,5-trimethylbenzaldehyde (21.3 g, 144 mmol) in methylene chloride (200 ml) under ice cooling and the mixture was allowed to warm to room temperature. To the mixture was added dropwise bromine (7.80 ml, 151 mmol) at room temperature. The mixture was stirred for 4 hours, poured into water. Methylene chloride was removed under reduced pressure. The residue was extracted with ethyl acetate, and the organic extract was washed with water, saturated aqueous sodium bicarbonate, 5% aqueous sodium sulfite, water and saturated sodium chloride, and dried over anhydrous sodium sulfate. The solvent was removed under reduced pressure to obtain 32.5 g (yield 100%) of the title compound. mp. 108–110° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07208495B2 |
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| Source dataset | uspto-grants-2007_04 |
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| ORD ID | ord-50adb22046bf44e3bf95fc3f5b7723f5 |
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| Source note | uspto-grants-2007_04 |
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