Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | N-bromobutanimide | HCID 67184 | — |
| Reactant | HCID 57517515 | HCID 57517515 | — |
| Catalyst | Azobisisobutyronitrile | HCID 6547 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 57517516 | HCID 57517516 | 54.4% |
Reaction Steps
To a mixture of 4-(cyclopropylmethoxy)-1-methyl-2-nitrobenzene (66.4 g) and a solution of N-bromosuccinimide (68.4 g) in ethyl acetate (1.0 L) was added 2,2′-azobis(2-methylpropionitrile) (2.63 g) in 5 portions at 90° C. The reaction mixture was stirred at 90° C. overnight. To the reaction mixture were added N-bromosuccinimide (34.2 g) and 2,2′-azobis(2-methylpropionitrile) (1.32 g) at 90° C. The mixture was allowed to cool to room temperature, concentrated under reduced pressure and left standing overnight. The resulting crystals were collected by filtration, washed with methanol, and dried under reduced pressure to give the title compound (49.9 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08703758B2 |
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| Source dataset | uspto-grants-2014_04 |
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| ORD ID | ord-c43e1b5ebd4b4c01836ce71927d19cab |
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| Source note | uspto-grants-2014_04 |
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