HuagongsheHuagongshe Chemistry Print Report · For research reference only
N-bromobutanimide → HCID 136388303, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | N-bromobutanimide | HCID 67184 | — |
| Reactant | HCID 135512456 | HCID 135512456 | — |
| Catalyst | Azobisisobutyronitrile | HCID 6547 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 136388303 | HCID 136388303 | 87% |
Reaction Steps
A solution of EXAMPLE 1 (966 mg, 4.45 mmol) in a mixture of chloroform (30 mL) and N,N′-dimethylformamide (2 mL) was treated with N-bromosuccinimide (791 mg, 4.45 mmol) and catalytic 2,2′-azobis(2-methylpropionitrile) (5 mg) at 65° C. for 18 hours. The mixture was cooled, concentrated and the residue partitioned between ethyl acetate and brine. The organic phase was washed with water, concentrated and purified by flash chromatography on silica gel eluting with 50% ethyl acetate in hexanes to provide 1.14 g (87%) of the title compound. MS (DCI/NH3) m/z 297 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08546368B2 |
| Source dataset | uspto-grants-2013_10 |
| ORD ID | ord-2e672b73cab34b14b407e1651abee9e4 |
| Source note | uspto-grants-2013_10 |