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Hydrochloric Acid → 1-(4-Tert-butylphenyl)-2,5-bis(4-nitrophenyl)pyrrolidine
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Hydrochloric Acid | HCID 313 | — |
| 反応物 | Ethyl Acetate | HCID 8857 | — |
| 反応物 | 4-Tert-Butylaniline | HCID 69861 | — |
| 反応物 | 1,4-Bis(4-nitrophenyl)butane-1,4-diyl dimethanesulfonate | HCID 59617179 | — |
| 溶媒 | Dimethylformamide | HCID 6228 | — |
| 生成物 | 1-(4-Tert-butylphenyl)-2,5-bis(4-nitrophenyl)pyrrolidine | HCID 87378996 | — |
反応手順
The product from Example 1C (3.67 g, 7.51 mmol) and 4-tert-butylaniline (11.86 ml, 75 mmol) in DMF (40 ml) was stirred under nitrogen at 50° C. for 4 h. The resulting mixture was diluted into ethyl acetate, treated with 1M HCl, stirred for 10 minutes and filtered to remove solids. The filtrate organic layer was washed twice with brine, dried with sodium sulfate, filtered and evaporated. The residue was purified by chromatography on silica gel eluting with ethyl acetate in hexane (5% to 30%) to give a solid. The solid was triturated in a minimal volume of 1:9 ethyl acetate/hexane to give a light yellow solid as a mixture of trans and cis isomers (1.21 g, 36%).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US09006387B2 |
| 出典データセット | uspto-grants-2015_04 |
| ORD ID | ord-7898ff5637f64860afc0434a78d0f6cb |
| 出典メモ | uspto-grants-2015_04 |