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Iodine → 3-(4-Fluorophenyl)propan-1-ol
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Iodine | HCID 807 | — |
| 反応物 | 1-Bromo-4-fluorobenzene | HCID 9993 | — |
| 反応物 | Oxetane | HCID 10423 | — |
| 反応物 | Ammonium Chloride | HCID 25517 | — |
| 反応物 | Magnesium | HCID 5462224 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 生成物 | 3-(4-Fluorophenyl)propan-1-ol | HCID 13747241 | 51.6% |
反応手順
A Grignard reagent was prepared from 4-bromo-1-fluorobenzene (8.0 g)., magnesium turnings (1.10 g), and iodine (one small crystal) in THF (40 ml). Oxetane (2.3 g) in THF (10 ml) was added at RT and the reaction mixture was heated at reflux overnight. The cooled solution was poured into aqueous saturated NH4Cl (100 ml), extracted with ER (2×150 ml) and the combined, dried (Na2SO4) extracts were evaporated. The residual oil was purified by flash chromatography over silica gel (Merck 9285, 0.5 cm wide column), eluting with ER- CX (1:5→1:3). The resultant oil was further purified by distillation to give the title compound (3.15 g) as a colourless oil, b.p. 150°/0.8 torr.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US05243076 |
| 出典データセット | uspto-grants-1993_09 |
| ORD ID | ord-818d644ce64a41d8816409c37119191b |
| 出典メモ | uspto-grants-1993_09 |