HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 59199343, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Acetoxyacetyl chloride | HCID 26297 | — |
| Reactant | 2-Bromo-N-methylbenzylamine | HCID 522360 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 59199343 | HCID 59199343 | — |
Reaction Steps
To a solution of 2-bromo-N-methyl benzylamine (CAS#698-19-1, 0.57 mL, 3.89 mmol) in THF (10 mL) at 0° C. is added triethylamine (0.98 mL, 1.03 mmol) followed by acetoxyacetylchloride (0.63 mL, 5.86 mmol). The reaction is permitted to warm to room temperature and after two hours the reaction is quenched with saturated aqueous NaHCO3 and diluted with ethyl acetate. The layers are separated and the organic layer is dried with Na2SO4, filtered, and concentrated. The resulting residue is purified by silica gel flash chromatography (ethyl acetate-hexanes, 1:4 to 3:2) to provide acetic acid [(2-bromo-benzyl)-methyl-carbamoyl]-methyl ester; MS: (ESI) m/z 300.1, 302.1 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08436035B2 |
| Source dataset | uspto-grants-2013_05 |
| ORD ID | ord-d743fd517b8644db958bb245aef9a194 |
| Source note | uspto-grants-2013_05 |