Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ammonia | HCID 222 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | Methyl 4-bromo-2-iodobenzoate | HCID 58484707 | — |
| Reactant | HCID 178418260 | HCID 178418260 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Solvent | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Product | Methyl 4-bromo-2-cyanobenzoate | HCID 58484706 | 99.2% |
Reaction Steps
To methyl 4-bromo-2-iodobenzoate (3.52 g) described in Preparation Example 190 were added copper cyanide (1.16 g) and N-methylpyrrolidone (21 mL) and the mixture was stirred at 60° C. for 1 hr. Under cooling with water, ethyl acetate, saturated aqueous ammonium chloride solution and aqueous ammonia were added and the mixture was extracted with ethyl acetate. The organic layer was washed once with saturated aqueous ammonium chloride solution and aqueous ammonia, once with saturated aqueous ammonium chloride solution and once with saturated brine, and dried over sodium sulfate. The solvent was evaporated to give the title compound (2.39 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08354401B2 |
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| Source dataset | uspto-grants-2013_01 |
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| ORD ID | ord-5b880029ae2d4423a8623c422b4880ce |
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| Source note | uspto-grants-2013_01 |
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