HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetyl chloride → Acetamide, N-(3-chloro-4-methoxyphenyl)-
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetyl chloride | HCID 6367 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 3-Chloro-4-methoxyaniline | HCID 21441 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | Acetamide, N-(3-chloro-4-methoxyphenyl)- | HCID 23474 | 93.4% |
Reaction Steps
A solution of 3-chloro-4-methoxyphenylamine (6.3 g) and triethylamine (4.04 g) in dichloromethane (100 mL) was chilled in an ice bath, acetyl chloride (3.45 g) was added dropwise and the mixture was stirred at ambient temperature overnight. The reaction mixture was extracted with water (2×30 mL) and brine (2×30 mL) and the organic layer was dried with magnesium sulfate. The drying agent was removed by filtration and the filtrate was evaporated to give N-(3-chloro-4-methoxyphenyl)acetamide (7.45 g) as a dark oil, which solidified on standing. MS: 200 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06897208B2 |
| Source dataset | uspto-grants-2005_05 |
| ORD ID | ord-c35d8aed2d2e4a7a9cf06873d604e1b7 |
| Source note | uspto-grants-2005_05 |