HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Bromoacetyl bromide → N-(Benzyloxy)-2-bromoacetamide
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Bromoacetyl bromide | HCID 61147 | — |
| Edukt | Diisopropylethylamine | HCID 81531 | — |
| Edukt | Benzyloxyamine hydrochloride | HCID 102312 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Lösungsmittel | Ethyl Acetate | HCID 8857 | — |
| Produkt | N-(Benzyloxy)-2-bromoacetamide | HCID 15434886 | 52% |
Reaktionsschritte
To a 0° C. solution of O-benzylhydroxylamine hydrochloride (1.6 g, 10 mmol) in THF (40 mL) was added bromoacetyl bromide (871 μL, 10 mmol) and diisopropylethylamine (3.5 mL, 20 mmol). The reaction mixture was warmed to room temperature overnight and diluted with ethyl acetate and water. The aqueous layer was separated and extracted with ethyl acetate. The organic layers were combined, dried over Na2SO4, filtered and concentrated in vacuo. The crude material was purified by silica gel flash column chromatography with ethyl acetate-hexane to give 1.27 g (52%) of the title compound.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US05731438 |
| Quelldatensatz | uspto-grants-1998_03 |
| ORD ID | ord-31db870c320a495ea81c261721daf508 |
| Quellennotiz | uspto-grants-1998_03 |