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Sodium ethoxide → 2-Methoxycarbonyl-(1RS,4aRS,8aRS)-perhydoisoquinoline-1-carboxylic acid ethyl ester
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Sodium ethoxide | HCID 2723922 | — |
| 反応物 | 2-methoxycarbonyl-(1RS,4aSR,8aSR)-perhydoisoquinoline-1-carboxylic acid t-butyl ester | HCID 70227242 | — |
| 溶媒 | Ethanol | HCID 702 | — |
| 生成物 | 2-Methoxycarbonyl-(1RS,4aRS,8aRS)-perhydoisoquinoline-1-carboxylic acid ethyl ester | HCID 70226649 | 95.2% |
反応手順
To a solution of 2-methoxycarbonyl-(1RS,4aSR,8aSR)-perhydroisoquinoline-1-carboxylic acid t-butyl ester (81.2 g, 273 mmol) in EtOH (500 mL) was added sodium ethoxide (21% in ethanol) (88.4 mL, 273 mmol) and the reaction mixture was refluxed (24 h). The organic solvent was evaporated in vacuo, ethyl acetate (400 mL) and water (100 mL) was added to the residue. The organic layer was separated, washed twice with water, dried (MgSO4), filtered, and the filtrate was concentrated in vacuo to afford an oil of pure title compound (70 g,.95%); FAB-MS 270 (MH+); TLC Rf (A) 0.61.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US06214841B1 |
| 出典データセット | uspto-grants-2001_04 |
| ORD ID | ord-bb5ea078703443e594c785e80b013e0c |
| 出典メモ | uspto-grants-2001_04 |