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1-(4-Bromophenyl)cyclobutane-1-carboxylic acid → (1-(4-Bromophenyl)cyclobutyl)methanol
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | 1-(4-Bromophenyl)cyclobutane-1-carboxylic acid | HCID 16769919 | — |
| 溶媒 | Ethyl Acetate | HCID 8857 | — |
| 溶媒 | 1,4-Dioxane | HCID 31275 | — |
| 生成物 | (1-(4-Bromophenyl)cyclobutyl)methanol | HCID 58538689 | 62% |
反応手順
To a solution of 1-(4-bromophenyl)cyclobutanecarboxylic acid (300 mg, 1.20 mmol) in 1,4-dioxane (5 mL) was added borane dimethylsulfide complex (0.24 mL, 2.4 mmol) dropwise at 0° C. The ice bath was removed, and the reaction mixture was stirred at room temperature for 10 min. The reaction mixture was quenched with methanol (20 mL). The organic solvents were removed under reduced pressure to give a residue, which was dissolved in ethyl acetate, then washed with brine. The organic phase was concentrated to give [1-(4-bromophenyl)cyclobutyl]methanol (170 mg, 62% yield) as a yellow oil which was used directly in the next step.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US09394285B2 |
| 出典データセット | uspto-grants-2016_07 |
| ORD ID | ord-a43ab158e3014363b8dc7631e25448f1 |
| 出典メモ | uspto-grants-2016_07 |