HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
4-Bromo-1,2-dichlorobenzene → 1-(3,4-Dichlorophenyl)-2-methoxyethanone
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | 4-Bromo-1,2-dichlorobenzene | HCID 29013 | — |
| Edukt | N,2-dimethoxy-N-methylacetamide | HCID 14872187 | — |
| Edukt | Butyllithium | HCID 178418339 | — |
| Lösungsmittel | Diethyl Ether | HCID 3283 | — |
| Produkt | 1-(3,4-Dichlorophenyl)-2-methoxyethanone | HCID 20255641 | 79% |
Reaktionsschritte
To a solution of 4-bromo-1,2-dichlorobenzene (2.04 g, 9.01 mmol) and ether (5 mL) cooled to −78° C. was added as a steady stream n-BuLi (3.61 ml, 9.01 mmol) and the reaction was stirred for 10 min then cannulated into a solution of N,2-dimethoxy-N-methylacetamide (1.0 g, 7.51 mmol) and ether (10 mL) which was stirred for an additional 20 min. The reaction was quenched with water and extracted with EtOAc. The organic fractions were dried, filtered and concentrated. The crude product which was purified by SiO2 chromatography eluting with hexane/EtOAc (9:1) to afford 1.30 g (79.0%) of 1-(3,4-dichlorophenyl)-2-methoxyethanone as a white solid (192).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US09133187B2 |
| Quelldatensatz | uspto-grants-2015_09 |
| ORD ID | ord-659f627637a14cbf883628fb6637c826 |
| Quellennotiz | uspto-grants-2015_09 |