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1-(Diphenylmethyl)azetidin-3-ol → 1-(Diphenylmethyl)-3-[(2-methylprop-2-en-1-yl)oxy]azetidine
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | 1-(Diphenylmethyl)azetidin-3-ol | HCID 330448 | — |
| 反応物 | 3-Bromo-2-methyl-1-propene | HCID 357785 | — |
| 反応物 | Potassium tert-butoxide | HCID 23665647 | — |
| 溶媒 | Water | HCID 962 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 生成物 | 1-(Diphenylmethyl)-3-[(2-methylprop-2-en-1-yl)oxy]azetidine | HCID 67154554 | 94% |
反応手順
A solution of 1-diphenylmethylazetidin-3-ol (239 mg, 1.0 mmol) in THF (3.6 mL) was cooled to 0° C. t-BuOK (1M in THF, 3.6 mL) was added dropwise and the reaction mixture was stirred at room temperature for 1 h then cooled to 0° C. 3-Bromo-2-methyl-1-propene (504 μL, 5.0 mmol) was added and the solution was stirred from 0° C. to room temperature overnight. The reaction mixture was diluted with H2O and extracted twice with EtOAc. The organic layers were combined, dried over Na2SO4 and concentrated to dryness to give the title compound (276 mg, 94%) as a yellow oil.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08846711B2 |
| 出典データセット | uspto-grants-2014_09 |
| ORD ID | ord-3ba72071f8b840ff8fc44e79277d5a50 |
| 出典メモ | uspto-grants-2014_09 |