Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | N-bromobutanimide | HCID 67184 | — |
| Reactant | HCID 67508999 | HCID 67508999 | — |
| Catalyst | Azobisisobutyronitrile | HCID 6547 | — |
| Solvent | 1,1-Dichloroethane | HCID 6365 | — |
| Product | HCID 67508817 | HCID 67508817 | 99.8% |
Reaction Steps
A mixture of N-bromosuccinimide (464 mg, 2.61 mmol), 2,2′-azobis(2-methylpropionitrile) (16 mg, 0.10 mmol) and methyl 5-methyl-6-(2,2,2-trifluoroethoxy)nicotinate (500 mg, 2.01 mmol, Step-1) in dichloroethane (10 mL) is stirred at 85° C. for 4 hours. After cooling to room temperature, the reaction mixture is poured into water extracted with dichloroethane and dried over sodium sulfate and concentrated in vacuo. The residue is purified by column chromatography on silica gel eluting with n-Hexane/ethyl acetate (10:1) to give 658 mg (>99% yield) of the title compound as colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09302991B2 |
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| Source dataset | uspto-grants-2016_04 |
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| ORD ID | ord-d3e3272dcc634548824243b90d25de04 |
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| Source note | uspto-grants-2016_04 |
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