Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrogen Bromide | HCID 260 | — |
| Reactant | 2-Chloroaniline | HCID 7240 | — |
| Reactant | Methyl Acrylate | HCID 7294 | — |
| Reactant | Sodium Nitrite | HCID 23668193 | — |
| Solvent | Acetone | HCID 180 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 14684949 | HCID 14684949 | — |
Reaction Steps
6.35 g. of 2-chloroaniline (0.05 mole) in acetone (100 ml.) and concentrated hydrobromic acid (16 ml.) was stirred at -5° C. and treated with a solution of 4.2 g. of sodium nitrite (0.06 mole) in water (10 ml.). Methyl acrylate (0.5 mole) (43 g.) and cuprous bromide (100 mg.) were then added at 0° C. The reaction temperature was kept below 15° C. until nitrogen evolution ceased and then stirred at 25° C. for thirty minutes. The reaction mixture was poured into water and extracted with benzene which was dried over sodium sulfate and evaporated to give methyl 2-bromo-3-(2-chlorophenyl)propionate.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04192888 |
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| Source dataset | uspto-grants-1980_03 |
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| ORD ID | ord-1ff139c7bc944b8b8c5d9e1984bb9c85 |
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| Source note | uspto-grants-1980_03 |
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