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Methanol → beta,beta-Dimethylbenzeneethanol
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Methanol | HCID 887 | — |
| 反応物 | Water | HCID 962 | — |
| 反応物 | 2-Phenylisobutyric acid | HCID 13222 | — |
| 反応物 | (Dimethyl sulfide)trihydroboron | HCID 12423031 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 生成物 | beta,beta-Dimethylbenzeneethanol | HCID 219535 | 93.2% |
反応手順
To a solution of 2-methyl-2-phenyl-propionic acid (82 g, 0.5 mol) in THF (200 mL) was added dropwise borane-dimethyl sulfide (2M, 100 mL) at 0-5° C. The mixture was stirred at this temperature for 30 min and then heated at reflux for 1 h. After cooling, methanol (150 mL) and water (50 mL) were added. The mixture was extracted with EtOAc (100 mL×3), and the combined organic layers were washed with water and brine, dried over Na2SO4 and concentrated to give 2-methyl-2-phenyl-propan-1-ol as an oil (70 g, 77%).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08829204B2 |
| 出典データセット | uspto-grants-2014_09 |
| ORD ID | ord-b19017f1db594f9c818466d35370075d |
| 出典メモ | uspto-grants-2014_09 |