化工社化工社 化学情報印刷レポート · 研究参考用
1,2-Dimethoxyethane → tert-Butyl 3-cyano-8-azabicyclo[3.2.1]octane-8-carboxylate
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | 1,2-Dimethoxyethane | HCID 8071 | — |
| 反応物 | Tosylmethyl isocyanide | HCID 161915 | — |
| 反応物 | tert-Butyl 3-oxo-8-azabicyclo(3.2.1)octane-8-carboxylate | HCID 2794767 | — |
| 反応物 | Potassium tert-butoxide | HCID 23665647 | — |
| 溶媒 | Ethanol | HCID 702 | — |
| 生成物 | tert-Butyl 3-cyano-8-azabicyclo[3.2.1]octane-8-carboxylate | HCID 53487658 | 69% |
反応手順
To 3-oxo-8-aza-bicyclo[3.2.1]octane-8-carboxylic acid tert-butyl ester (300 mg, 1.33 mmol) was added DME (9 mL) and EtOH (0.2 mL). The mixture was cooled to 0 C when TOSMIC (530 mg, 2.65 mmol) and potassium tert-butoxide (609 mg, 5.2 mmol) were added. The mixture was stirred to room temperature and then heated at 50 C for 18 h. After this time the reaction was evaporated and loaded onto a silica column and eluted with heptane-10% to 30% ethyl actetate to give the title compound (216 mg, 69%). Method B HPLC-MS: MH+ requires m/z=237. Found: m/z=237, Rt=1.35 min (86%).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08895733B2 |
| 出典データセット | uspto-grants-2014_11 |
| ORD ID | ord-cc049e06862c452cb77dc68bb0597096 |
| 出典メモ | uspto-grants-2014_11 |