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4-Bromo-1,2-dichlorobenzene → 1-(3,4-Dichlorophenyl)-2-methoxyethanone
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | 4-Bromo-1,2-dichlorobenzene | HCID 29013 | — |
| 反応物 | N,2-dimethoxy-N-methylacetamide | HCID 14872187 | — |
| 反応物 | Butyllithium | HCID 178418339 | — |
| 溶媒 | Diethyl Ether | HCID 3283 | — |
| 生成物 | 1-(3,4-Dichlorophenyl)-2-methoxyethanone | HCID 20255641 | 79% |
反応手順
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).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US09133187B2 |
| 出典データセット | uspto-grants-2015_09 |
| ORD ID | ord-659f627637a14cbf883628fb6637c826 |
| 出典メモ | uspto-grants-2015_09 |