化工社化工社 化学情報印刷レポート · 研究参考用
Triphenylphosphine → (2R)-2-[(5-Methoxy-2-nitrophenoxy)methyl]oxirane
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Triphenylphosphine | HCID 11776 | — |
| 反応物 | 5-Methoxy-2-nitrophenol | HCID 219635 | — |
| 反応物 | ethyl N-ethoxycarbonyliminocarbamate | HCID 220568 | — |
| 反応物 | (-)-Glycidol | HCID 6973630 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 生成物 | (2R)-2-[(5-Methoxy-2-nitrophenoxy)methyl]oxirane | HCID 86601492 | 72.2% |
反応手順
To a mixture of (2S)-oxiran-2-ylmethanol (296.3 mg, 4.0 mmol), 5-methoxy-2-nitrophenol (676.6 mg, 4.0 mmol) and triphenyl phosphine (1.05 g, 4.0 mmol) in THF (10 mL) was added diethyl azodicarboxylate (DEAD, 704.6 mg, 4.0 mmol) in THF (5 mL) dropwise at room temperature. After addition was completed the reaction mixture was stirred at room temperature overnight. The volatiles were removed in vacuo and the residue was purified by silica gel flash chromatography (040% ethyl acetate in petroleum spirit) to give the subtitled compound (650 mg).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07449475B2 |
| 出典データセット | uspto-grants-2008_11 |
| ORD ID | ord-a161776fb2e24e1792f765b9ca986115 |
| 出典メモ | uspto-grants-2008_11 |