HuagongsheHuagongshe Chemistry Print Report · For research reference only
Phenylacetyl chloride → N-Hydroxy-N-methyl-2-phenylacetamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Phenylacetyl chloride | HCID 7679 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | N-methylhydroxylamine hydrochloride | HCID 77906 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | N-Hydroxy-N-methyl-2-phenylacetamide | HCID 194437 | — |
Reaction Steps
At 0° C. phenyl-acetyl chloride (11.2 mL) is added drop wise to a solution of N-methyl-hydroxylamine hydrochloride (7.07 g) and triethylamine (59 mL) in DCM (300 mL). After stirring for 90 min a sat. aqueous NaHCO3 solution is added, the layers are separated and the aqueous layer is extracted twice with DCM (2×200 mL). The solvents are removed in vacuo and the residue is purified by flash chromatography (EA/heptane 1/1) to give the desired N-hydroxy-acetamide as a colorless liquid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07763638B2 |
| Source dataset | uspto-grants-2010_07 |
| ORD ID | ord-08cbd3e0cce74e4fa4cf8a5a84813b72 |
| Source note | uspto-grants-2010_07 |