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3-Acetylbenzonitrile → 3-Isopropenylbenzonitrile
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | 3-Acetylbenzonitrile | HCID 80222 | — |
| 反応物 | Butyllithium | HCID 178418339 | — |
| 触媒 | Methyltriphenyliphosphonium bromide | HCID 74505 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 生成物 | 3-Isopropenylbenzonitrile | HCID 12180250 | 86% |
反応手順
To the methyl triphenylphosphoniumbromide (4.3 grn, 12 mmol) in THF at 0° C., n-BuLi (1.6M, 7.5 ml, 12 mmol) was added and stirred for 30 min. Then 3-acetylbenzonitrile in THF was slowly added and the reaction mixture was stirred at 0° C. for further 3 h. Then reaction mixture was quenched with aqeous ammonium chloride and diluted with ethyl acetate. Organic layer was washed with water, brine and dried. Crude residue after column purification yielded 3-(prop-1-en-2-yl)benzonitrile in 86% yield.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07504420B2 |
| 出典データセット | uspto-grants-2009_03 |
| ORD ID | ord-e1d1ebcc11454a64b93acbc82c01bed0 |
| 出典メモ | uspto-grants-2009_03 |