HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 2-bromo-N-(4-bromo-2,6-dimethylphenyl)propionamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Propanoyl bromide, 2-bromo- | HCID 79047 | — |
| Reactant | 4-Bromo-2,6-xylidine | HCID 90549 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 2-bromo-N-(4-bromo-2,6-dimethylphenyl)propionamide | HCID 60035355 | 90.3% |
Reaction Steps
To a solution of 4-bromo-2,6-dimethylaniline (100.0 g) in tetrahydrofuran (400 mL) was added triethylamine (60.7 g) and 2-bromopropionyl bromide (129.5 g) under ice-cooling. The mixture was stirred at room temperature for 1 hour and cooled in an ice-cooling bath. To the reaction mixture was added a sodium hydrogencarbonate aqueous solution and the mixture was stirred at room temperature for 30 minutes. The precipitate was collected by filtration, washed with water and diethyl ether, and dried to give 2-bromo-N-(4-bromo-2,6-dimethylphenyl)propionamide (151.2 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07932259B2 |
| Source dataset | uspto-grants-2011_04 |
| ORD ID | ord-650d98d4051b4cfeb5a35e9b1dadb9c2 |
| Source note | uspto-grants-2011_04 |