HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Chlorobenzoyl chloride → 4-Chloro-N-methoxy-N-methylbenzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Chlorobenzoyl chloride | HCID 8501 | — |
| Reactant | Methanamine, N-methoxy-, hydrochloride (1:1) | HCID 81138 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Sodium Hydroxide | HCID 14798 | — |
| Product | 4-Chloro-N-methoxy-N-methylbenzamide | HCID 11275663 | 131.8% |
Reaction Steps
To a solution of 11.38 gm (116.7 mMol) N-methoxy-N-methyl amine hydrochloride in 700 mL 1N sodium hydroxide was added a solution of 18.56 gm (106.04 mMol) 4-chlorobenzoyl chloride in 200 mL dichloromethane and the mixture was stirred at ambient. After 18 hours the phases were separated and the remaining aqueous was extracted well with dichloromethane. All organic phases were combined, dried over sodium sulfate and concentrated under reduced pressure to give 27.9 gm (95%) of the title compound as a clear oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06380201B1 |
| Source dataset | uspto-grants-2002_04 |
| ORD ID | ord-91b56e0e362c469a99cdfa5b5fef71bb |
| Source note | uspto-grants-2002_04 |