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Acetic Anhydride → trans-Racemic-2-phenylcyclohexyl acetate
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Acetic Anhydride | HCID 7918 | — |
| 反応物 | rel-(1R,2S)-2-Phenylcyclohexanol | HCID 102793 | — |
| 反応物 | Sodium Bicarbonate | HCID 516892 | — |
| 反応物 | Tin(II) trifluoromethanesulfonate | HCID 2776843 | — |
| 溶媒 | Dichloromethane | HCID 6344 | — |
| 生成物 | trans-Racemic-2-phenylcyclohexyl acetate | HCID 11009435 | — |
反応手順
To a stirred solution of trans-racemic-2-phenylcyclohexanol (4.63 g, 26.3 mmol) and tin(II)trifluoromethanesulfonate (219 mg, 0.525 mmol) under nitrogen in anhydrous DCM (100 ml) at room temperature was added acetic anhydride (3.72 ml, 4.02 g, 39.4 mmol) in one portion. The mixture was stirred for 18 hours at room temperature. The mixture was poured into saturated aqueous sodium bicarbonate (200 ml). The mixture was extracted with DCM (2×200 ml). The combined organic layers were washed with brine (70 ml), dried over sodium sulfate, and concentrated under reduced pressure to provide the desired product as a light yellow oil. LC-MS: calculated for C14H18O2 218.29 observed m/e: 219.33 (M+H)+ (Rt 0.93/2 min)
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US09290517B2 |
| 出典データセット | uspto-grants-2016_03 |
| ORD ID | ord-61acf6a0ada5406db8c9393079df05f7 |
| 出典メモ | uspto-grants-2016_03 |