Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Bromine | HCID 24408 | — |
| Reactant | Potassium Acetate | HCID 517044 | — |
| Reactant | HCID 67982622 | HCID 67982622 | — |
| Catalyst | Tetraethylammonium Iodide | HCID 6225 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 67983834 | HCID 67983834 | 99% |
Reaction Steps
To a mixture of 24.9 g (90.9 mmol) of 6-tert-butyl-2-isobutyl-5-methoxyindan-1-one, 25.8 g of potassium acetate, 0.5 g of Et4NI, 50 ml of dichloromethane and 150 ml of water 4.66 ml (14.5 g, 90.9 mmol) of bromine was added dropwise by vigorous stirring at 5° C. for 5 min. This mixture was stirred at 5° C. for 3 h, then 15.2 g of potassium acetate was added, and finally 2.56 ml (8.24 g, 51.6 mmol) of bromine was added. The resulting mixture was additionally stirred at this temperature for 1 h. and then washed by aqueous Na2SO3 to remove an excess of bromine. The product was extracted by 3×150 ml of dichloromethane, The combined organic extract was dried over K2CO3, evaporated to dryness, and the residue was dried in vacuum. This procedure gave 31.9 g (99%) of yellowish crystalline material which was further used without an additional purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09079985B2 |
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| Source dataset | uspto-grants-2015_07 |
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| ORD ID | ord-c19bfc0dd03d4b44a4e6afde60c62b98 |
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| Source note | uspto-grants-2015_07 |
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