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Triphenylphosphine → trans-5-{{{2-(2-Chlorophenyl)cyclopropyl}methyl}thio}-1-(1-naphthalenyl)-1H-tetrazole
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Triphenylphosphine | HCID 11776 | — |
| 反応物 | 1,2-Dihydro-1-naphthyl-5H-tetrazole-5-thione | HCID 2731701 | — |
| 反応物 | Diisopropyl azodicarboxylate | HCID 5363146 | — |
| 反応物 | trans-2-(2-Chlorophenyl)cyclopropanemethanol | HCID 68679404 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 生成物 | trans-5-{{{2-(2-Chlorophenyl)cyclopropyl}methyl}thio}-1-(1-naphthalenyl)-1H-tetrazole | HCID 68680398 | 56% |
反応手順
DIAD (87 μL, 0.44 mmol) was added dropwise to a solution of 1,2-dihydro-1-(1-naphthalenyl)-5H-tetrazole-5-thione (84.0 mg, 0.37 mmol), trans-2-(2-chlorophenyl)cyclopropanemethanol (80.5 mg, 0.44 mmol), and PPh3 (116 mg, 0.44 mmol) in THF (10 mL) at room temperature. The reaction mixture was stirred at room temperature for 2 h then was concentrated under reduced pressure. The residue was purified by flash chromatography (CH2Cl2:(CH3)2CO, 95:5) to give the title compound (81 mg, 56% yield) as a white solid.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07642277B2 |
| 出典データセット | uspto-grants-2010_01 |
| ORD ID | ord-9c303a1030664546b2e46e72c78ce3e2 |
| 出典メモ | uspto-grants-2010_01 |