HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → Ethyl 3-bromo-5-[(4-chlorobutanoyl)amino]benzoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 4-Chlorobutyryl chloride | HCID 78370 | — |
| Reactant | Ethyl 3-amino-5-bromobenzoate | HCID 63021768 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | Ethyl 3-bromo-5-[(4-chlorobutanoyl)amino]benzoate | HCID 69312186 | 94.4% |
Reaction Steps
4-Chlorobutyryl chloride (636 mg, 505 μl, 4.5 mmol) was added to a solution of ethyl 3-amino-5-bromobenzoate (1.0 g, 4.1 mmol) and triethylamine (455 mg, 630 ul, 4.5 mmol) in dichloromethane (25 ml) at 0° C. After complete addition the reaction mixture was stirred at room temperature for 30 minutes, then diluted with ethyl acetate (50 ml). The solution was washed with 2M HCl, saturated NaHCO3, water and brine. The organic phase was dried and evaporated to give the title compound as a pale yellow solid (1.35 g, 94%)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07446222B2 |
| Source dataset | uspto-grants-2008_11 |
| ORD ID | ord-5ff5ffd25c704ae9a6213f879456d394 |
| Source note | uspto-grants-2008_11 |