Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | N-bromobutanimide | HCID 67184 | — |
| Reactant | 2,2,5,5-Tetramethyl-3-hexanone | HCID 136670 | — |
| Reactant | Ammonium Acetate | HCID 517165 | — |
| Solvent | Pivalonitrile | HCID 12416 | — |
| Product | HCID 12387514 | HCID 12387514 | — |
Reaction Steps
24 g of N-bromosuccinimide (0.1344 mol) was added to 10 g of 2,2,5,5-Tetramethyl-3-hexanone (0.064 mol) in 50 mL of trimethylacetonitrile. To this mixture, 10 g of ammonium acetate (0.1344 mol) was added within 5 minutes. This mixture was refluxed overnight then filtered. To the filtrate, 24 g of N-bromosuccinimide (0.1344 mol) and 10 g of ammonium acetate (0.1344 mol) was added, then refluxed for 5 hours. The reaction mixture was then cooled, 600 mL of water added, and the resulting mixture then filtered. The aqueous layer was washed three times with 50 ml of hexanes. The hexane fractions were then combined, washed three times with 50 ml of with water, then dried with anhydrous magnesium sulfate. Product was collected by distilling off the hexane at atmospheric pressure.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08703103B2 |
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| Source dataset | uspto-grants-2014_04 |
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| ORD ID | ord-4e5e363dbe2647739e1238344514c04d |
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| Source note | uspto-grants-2014_04 |
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