HuagongsheHuagongshe Chemistry Print Report · For research reference only
O-Methyltyramine → 4-bromo-N-[2-(3-methoxyphenyl)ethyl]benzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | O-Methyltyramine | HCID 4657 | — |
| Reactant | 4-Bromobenzoyl chloride | HCID 68515 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 4-bromo-N-[2-(3-methoxyphenyl)ethyl]benzamide | HCID 11024103 | — |
Reaction Steps
29.2 ml of 2-(4-methoxyphenyl)-ethylamine and 34.2 ml of diisopropylethylamine are added dropwise in succession at 0° C. to a solution of 43.9 g of 4-bromobenzoyl chloride in 500 ml of methylene chloride. The reaction mixture is left to warm to room temperature and stirred, subsequently diluted with methylene chloride and treated with saturated sodium hydrogen carbonate solution. The organic phase is washed with saturated sodium hydrogen carbonate solution and then saturated sodium chloride solution, dried and concentrated. There are obtained 66.1 g of 4-bromo-N-[2-(3-methoxy-phenyl)-ethyl]-benzamide, MS: m/e 333 (M+, 1 Br).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05856503 |
| Source dataset | uspto-grants-1999_01 |
| ORD ID | ord-968f8083c6c04f11a6de32f11a6d5441 |
| Source note | uspto-grants-1999_01 |