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1-Iodopentane → 1-(Diphenylmethyl)-3-(pentyloxy)azetidine
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | 1-Iodopentane | HCID 12335 | — |
| 反応物 | 1-(Diphenylmethyl)azetidin-3-ol | HCID 330448 | — |
| 反応物 | Potassium tert-butoxide | HCID 23665647 | — |
| 溶媒 | Water | HCID 962 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 生成物 | 1-(Diphenylmethyl)-3-(pentyloxy)azetidine | HCID 67154543 | 69% |
反応手順
A solution of 1-diphenylmethylazetidin-3-ol (300 mg, 1.25 mmol) in THF (4.5 mL) was cooled to 0° C. t-BuOK (1M in THF, 3.75 mL) was added dropwise and the reaction mixture was stirred at room temperature for 1 h then cooled to 0° C. 1-Iodopentane (816 μL, 6.25 mmol) was added and the solution was stirred at room temperature for 18 h. The reaction mixture was diluted with H2O and extracted twice with EtOAc. The organic layers were combined, dried over Na2SO4 and concentrated to dryness. The residue was purified on column chromatography (eluent: pentane/EtOAc, 95/5) to give the title compound (267 mg, 69%) as a clear oil.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US09321769B2 |
| 出典データセット | uspto-grants-2016_04 |
| ORD ID | ord-a7e9bec50b39487cac7ba6621ac052ee |
| 出典メモ | uspto-grants-2016_04 |