Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 3-Bromoaniline | HCID 11562 | — |
| Reactant | Propionyl chloride | HCID 62324 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | N-(3-bromophenyl)propanamide | HCID 806279 | — |
Reaction Steps
To a solution of 3-bromoaniline (5.10 g) and triethylamine (8.3 ml) in THF (40 ml) was added dropwise propionyl chloride (2.8 ml) at 0° C. and the mixture was stirred at 0° C. for 2 h. Water and ethyl acetate were added to the reaction mixture and the organic layer was separated. The organic layer was washed with water and brine, dried (magnesium sulfate) and concentrated under reduced pressure. The residue was recrystallized from hexane-ethyl acetate to give the title compound (5.60 g) as colorless needle crystals.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06518257B1 |
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| Source dataset | uspto-grants-2003_02 |
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| ORD ID | ord-8cc7f53c99ea4d8fb0ab111d9f8626a4 |
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| Source note | uspto-grants-2003_02 |
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