HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 3-Bromo-N-methoxy-N-methylbenzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Benzoyl chloride, 3-bromo- | HCID 74377 | — |
| Reactant | Methanamine, N-methoxy-, hydrochloride (1:1) | HCID 81138 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 3-Bromo-N-methoxy-N-methylbenzamide | HCID 12162875 | 93% |
Reaction Steps
100.0 g (0.447 mol) 3-bromobenzoyl chloride was added to an ice cooled solution of 48.9 g (0.491 mol) N,O-dimethylhydroxylamine hydrochloride and 140.0 ml (1.00 mol) triethylamine in 650 ml dry dichloromethane over a period of 30 minutes. After additional stirring for 30 minutes, 370 ml water was added and the organic layer dried over sodium sulfate. Fractionated distillation in vacuo yielded 101.4 g (93%) B1, b.p. 114-129° C./0.07 mbar, as a colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06790852B2 |
| Source dataset | uspto-grants-2004_09 |
| ORD ID | ord-65c7f1cb09654e1fab6538453adfb18d |
| Source note | uspto-grants-2004_09 |