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Benzene, 1-bromo-3,5-dimethyl- → (3,5-dimethylphenyl)(2-methylcyclopropyl)Methanone
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Benzene, 1-bromo-3,5-dimethyl- | HCID 136357 | — |
| 反応物 | N-methoxy-N,2-dimethylcyclopropane-1-carboxamide | HCID 45084206 | — |
| 反応物 | Butyllithium | HCID 178418339 | — |
| 溶媒 | Hexane | HCID 8058 | — |
| 生成物 | (3,5-dimethylphenyl)(2-methylcyclopropyl)Methanone | HCID 21249913 | — |
反応手順
To a solution of 5-bromo-meta-xylene (5.7 mL in 120 mL of dry tetrahydrofuran) at -78° C. was added 30.6 mL of a 1.4M solution of n-butyllithium in hexane and the mixture stirred at low temperature. After 15 minutes, a solution of 2-methylcyclopropanecarboxylic acid N-methoxy-N-methyl-amide (5.0 g in 50 mL tetrahydrofuran) was added dropwise over 5 minutes and the mixture then allowed to warm slowly to room temperature. After 1 hour, the reaction was quenched by the addition of 20 mL 2N hydrochloric acid and 40 mL water. This was extracted with ethyl acetate washed with saturated sodium bicarbonate and brine then dried over sodium sulfate to give 6.95 g of the crude title compound.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US05756507 |
| 出典データセット | uspto-grants-1998_05 |
| ORD ID | ord-8885e1a9a59b4a849dcb053263a64fbf |
| 出典メモ | uspto-grants-1998_05 |