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Boron tribromide → 1-(4-Hydroxyphenyl)cyclohexane-1-carbonitrile
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Boron tribromide | HCID 25134 | — |
| 反応物 | 1-(4-Methoxyphenyl)cyclohexanecarbonitrile | HCID 98629 | — |
| 溶媒 | Dichloromethane | HCID 6344 | — |
| 生成物 | 1-(4-Hydroxyphenyl)cyclohexane-1-carbonitrile | HCID 19858506 | 91.5% |
反応手順
To a solution of 1-(4-methoxyphenyl)cyclohexanecarbonitrile (2 g, 9.29 mmol) in DCM (40 mL) at 0° C. under N2 was added dropwise BBr3 (2.63 mL, 27.87 mmol). The reaction was allowed to warm to room temperature and stirred for 48 hours. The mixture was stirred for 3 hours at 0° C. and quenched with water (30 mL). The mixture was separated and the organic layer was washed with a saturated aqueous solution of NaHCO3 then water. The combined organic extracts were dried over Na2SO4, filtered, concentrated in vacuo and purified by column chromatography on silica gel eluting with DCM:acetone (97:3) to give the title compound (1.71 g, 91%).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07456164B2 |
| 出典データセット | uspto-grants-2008_11 |
| ORD ID | ord-645e7e4544bb403d8197706a894d9e71 |
| 出典メモ | uspto-grants-2008_11 |