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1-Bromo-3-isopropylbenzene → (S)-1-(3-isopropylphenyl)ethanamine
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | 1-Bromo-3-isopropylbenzene | HCID 138499 | — |
| 反応物 | N-Methoxy-N-methylacetamide | HCID 537505 | — |
| 反応物 | Butyllithium | HCID 178418339 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 生成物 | (S)-1-(3-isopropylphenyl)ethanamine | HCID 86674570 | — |
反応手順
To a solution of 1-bromo-3-isopropylbenzene (10 g, 0.05 mol) in THF was added dropwise with BuLi (47 mL, 0.075 mol) at −60° C. After stirred 30 minutes, N-methoxy-N-methylacetamide (6.22 g, 0.06 mol) was added. The mixture was stirred at −30° C. for 3 hours. Then the mixture was quenched with H2O, the mixture was partitioned between EtOAc and water. The layer was separated and washed with water, brine, dried over Na2SO4, and concentrated. The residue was purified by column chromatography to obtained the titled compound.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US09309227B2 |
| 出典データセット | uspto-grants-2016_04 |
| ORD ID | ord-921f5ff9179f466080749db28a49f4e2 |
| 出典メモ | uspto-grants-2016_04 |