Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Diisopropylaniline | HCID 32484 | — |
| Reactant | N-bromobutanimide | HCID 67184 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 4-Bromo-2,6-diisopropylaniline | HCID 11780114 | 100% |
Reaction Steps
A solution of NBS (24.59 g, 137 mmol) in DMF (160 mL) was added slowly to a solution of 2,6-diisopropylaniline (25 g, 137 mmol) in DMF (300 mL) at 0-5° C. under a nitrogen atmosphere over a period of 20 minutes. The reaction mixture was stirred at 0-5° C. After the reaction was complete, water was added and the oil suspension was stirred at rt. The aqueous layer was decanted out and the remaining oil was dissolved in ethyl acetate. The organic layer was separated, washed water and brine. Evaporation gave light brown oil (35.1 g, 100% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08871361B2 |
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| Source dataset | uspto-grants-2014_10 |
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| ORD ID | ord-30f6853a89ff443cb07b4f18d940dd44 |
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| Source note | uspto-grants-2014_10 |
|---|