Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Toluene | HCID 1140 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 4-Nitrobenzoyl chloride | HCID 8502 | — |
| Reactant | 3-Bromopropylamine hydrobromide | HCID 78701 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 15324180 | HCID 15324180 | 77% |
Reaction Steps
30 mL of toluene was added to 3-bromopropylamine hydrobromide (1.20 g, 5.50 mmol), and triethylamine (1.53 mL, 11.0 mmol) was added dropwise with stirring under ice cooling. After the dropwise addition was completed, 4-nitrobenzoyl chloride (928 mg, 5.50 mmol) was added little by little, and the mixture was stirred at room temperature for 15 minutes. The reaction mixture was diluted with ethyl acetate, and the organic layer was washed with an aqueous saturated sodium hydrogencarbonate solution, a 0.1 N aqueous hydrochloric acid solution, and saturated sodium chloride solution. The organic layer was dried with anhydrous magnesium sulfate, and then the solvent was evaporated under reduced pressure to give the title compound (1.11 g; yield, 77%) as light yellow crystals.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08476253B2 |
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| Source dataset | uspto-grants-2013_07 |
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| ORD ID | ord-d78f2cf8a92c48d7bc8ae0396c9955b1 |
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| Source note | uspto-grants-2013_07 |
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