HuagongsheHuagongshe Chemistry Print Report · For research reference only
Propionyl chloride → N-[1-(4-bromo-2-fluorophenyl)ethyl]propanamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Propionyl chloride | HCID 62324 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 1-(4-Bromo-2-fluorophenyl)ethan-1-amine | HCID 18543576 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | N-[1-(4-bromo-2-fluorophenyl)ethyl]propanamide | HCID 58247950 | 76% |
Reaction Steps
61 mg (1 eq, 0.24 mmol) of 1-(4-bromo-2-fluorophenyl)ethanamine from Stage 1 were dissolved in 4 ml of dichloromethane, and 24 mg (1.1 eq, 23 μl, 0.264 mmol) of propanoyl chloride and 70 mg (2.2 eq, 90 μl) of Hünig's base were added. The mixture was stirred at room temperature for 5 h and then concentrated. The crude product was dissolved in ethyl acetate and washed 1× with 1M HCl, 1× with sat. sodium carbonate solution and then with water, and dried over magnesium sulphate. After concentrating under reduced pressure, the resulting crude product was purified by means of chromatography on silica gel (eluent: cyclohexane/ethyl acetate). 50 mg (67%) of N-[1-(4-bromo-2-fluorophenyl)ethyl]propanamide were obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08889878B2 |
| Source dataset | uspto-grants-2014_11 |
| ORD ID | ord-09f24e05763c40c6a60807b8566963d1 |
| Source note | uspto-grants-2014_11 |