HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dichloromethane → Ethyl 2-(hydroxyamino)benzoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | Ethyl 2-nitrobenzoate | HCID 69123 | — |
| Catalyst | Zinc | HCID 23994 | — |
| Solvent | Water | HCID 962 | — |
| Product | Ethyl 2-(hydroxyamino)benzoate | HCID 13571167 | 50% |
Reaction Steps
To a stirring solution of ethyl 2-nitrobenzoate (32.0 g, 0.164 mol), ammonium chloride (22.28 g, 0.416 mol) in solvent mixture of water (240 mL) and THF (288 mL) was added zinc powder (26.8 g, 0.410 mol) slowly at 0° C. Reaction mixture was stirred at 0° C.-10° C. for 2 h. Reaction mixture was then diluted with water followed by DCM and filtered through Hyflow bed. The organic layer was separated and distilled out to get crude product which was column purified using 0-5% EtOAC in hexane to get titled compound as light yellow solid in 50% yield.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09394300B2 |
| Source dataset | uspto-grants-2016_07 |
| ORD ID | ord-88ffe8077b65421a982177dd3edef6a5 |
| Source note | uspto-grants-2016_07 |