HuagongsheHuagongshe Chemistry Print Report · For research reference only
N,O-Dimethylhydroxylamine → HCID 62735316, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | N,O-Dimethylhydroxylamine | HCID 14232 | — |
| Reactant | (3-Bromophenyl)acetic acid | HCID 74653 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Product | HCID 62735316 | HCID 62735316 | — |
Reaction Steps
To a solution of 2-(3-bromophenyl)acetic acid (4.4 g, 20.56 mmol) in N,N-dimethylformamide (125 ml) was successively added N,O-dimethylhydroxyamine (4.5 g, 46.26 mmol), triethylamine (10 ml), 1-ethyl-3-(3-dimethylaminopropyl) carbodiimide hydrochloride (8.9 g, 46.26 mmol) and 1-hydroxybenzotriazole (6.24 g, 46.26 mmol). The reaction mixture was stirred at room temperature overnight, and partitioned between ethyl acetate and brine. The organic phase was washed with brine, and concentrated. The residue was purified by flash chromatography on silica gel (50% ethyl acetate in hexane) to provide the title compound. MS (DCI/NH3) m/z 258 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09283222B2 |
| Source dataset | uspto-grants-2016_03 |
| ORD ID | ord-395f33c1d7174b77876045c41e5fb6f5 |
| Source note | uspto-grants-2016_03 |