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Bromo(phenyl)acetic acid → 2-Bromo-2-phenylethanol
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Bromo(phenyl)acetic acid | HCID 97919 | — |
| 反応物 | Diboron | HCID 6328200 | — |
| 反応物 | Oxolane--water (1/1) | HCID 21881883 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 生成物 | 2-Bromo-2-phenylethanol | HCID 578332 | — |
反応手順
To a stirred solution of 25 g of α-bromphenylacetic acid in 100 ml of dry tetrahydrofuran was added 151 ml of 1.0M diborane in tetrahydrofuran dropwise at 5° C. under argon over 30 minutes. This mixture was stirred overnight at room temperature, then cooled to 0° C. and 130 ml of tetrahydrofuran:water (1:1) was added dropwise. The mixture was then saturated with potassium carbonate and the tetrahydrofuran removed. The aqueous remainder was extracted three times with ether. The extracts were combined and dried. The residue was triturated with hexane and the solid collected giving the desired compound as white needles, mp 38°-39° C.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US04762942 |
| 出典データセット | uspto-grants-1988_08 |
| ORD ID | ord-b0f3831dca3c442fb30e53f98498613d |
| 出典メモ | uspto-grants-1988_08 |