関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | Triphenylphosphine | HCID 11776 | — |
| 反応物 | Diethyl azodicarboxylate | HCID 5462977 | — |
| 反応物 | 5-(3-Hydroxypropyl)-1-methyl-2-ethylimidazole | HCID 22103404 | — |
| 反応物 | 4-(2-Methyl-2H-tetrazol-5-yl)phenol | HCID 135648956 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 生成物 | 5-[3-[4-(2-Methyl-tetrazol-5-yl)phenoxy]propyl]-1-methyl-2-ethylimidazole | HCID 22103413 | 92% |
反応手順
A mixture of 5-(3-hydroxypropyl)-1-methyl-2-ethylimidazole (150 mg, 0.89 mmol), 4-(2-methyl-tetrazol-5-yl)-phenol (172 mg, 0.98 mmol), and DEAD (171 mg, 0.98 mmol) was dissolved in 10 ml of THF under nitrogen at 0° C. To the above solution was added triphenylphosphine (257 mg, 0.89 mmol) at 0° C. and the mixture was stirred for 2 h allowing the mixture to warm to 20° C. The solvent was removed in vacuo, and the residue was purified by silica column chromatography (20 cm column, ethyl acetate/hexane, 1/1-3/1; methylene chloride/methanol 30/1-15/1) to afford 267 mg (92%) of 5-[3-[4-(2-methyl-tetrazol-5-yl)phenoxy]-propyl]-1-methyl-2-ethylimidazole, as a white crystalline solid, m.p. 115°-117° C. (recrystallization from methylene chloride/hexane).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| 特許番号 | US05721261 |
|---|
| 出典データセット | uspto-grants-1998_02 |
|---|
| ORD ID | ord-de0e36223c114c1f878533afc20b6909 |
|---|
| 出典メモ | uspto-grants-1998_02 |
|---|