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4-Hydroxybiphenyl → (+/-)cis-1-(4-Phenylphenoxy)-2-tert-butoxycarbonylaminoindane
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | 4-Hydroxybiphenyl | HCID 7103 | — |
| 反応物 | (+/-)N-tert-butoxycarbonyl-1,2-iminoindane | HCID 53697243 | — |
| 触媒 | Benzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1) | HCID 466102 | — |
| 溶媒 | Chloroform | HCID 6212 | — |
| 生成物 | (+/-)cis-1-(4-Phenylphenoxy)-2-tert-butoxycarbonylaminoindane | HCID 18661298 | 33.4% |
反応手順
A solution of (±) N-tert-butoxycarbonyl-1,2-iminoindane (5 g, 22 mmol), 4-phenylphenol (3.73 g, 22 mmol) and pyridinium p-toluenesulfonate (108 mg) in chloroform (150 ml) was heated at reflux for 2 h. On cooling, the solution was washed sequentially with 10% aq. NaOH, water and then brine. After drying over MgSO4, solvents were removed in vacuo and the resultant brown oil subjected to column chromatography on silica gel eluting with 20% diethyl ether in hexanes to afford the title compound (2.95 g).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US05773463 |
| 出典データセット | uspto-grants-1998_06 |
| ORD ID | ord-629176bc4bda49a793cbe83bed9ddf43 |
| 出典メモ | uspto-grants-1998_06 |