関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | Triethylamine | HCID 8471 | — |
| 反応物 | Thionyl Chloride | HCID 24386 | — |
| 反応物 | 2-Morpholinoethanol | HCID 61163 | — |
| 反応物 | 5-Norbornene-2-carboxylic acid | HCID 78949 | — |
| 生成物 | 2-(Morpholin-4-yl)ethyl 5-norbornene-2-carboxylate | HCID 18463277 | 75% |
反応手順
Cyclopentadiene, which was obtained by thermolysis of dicyclopentadiene, was dissolved in a conventional organic solvent, and the solution was cooled to about −30° C. About 1 equiv. of cooled acryl acid was slowly added to the solution. The reaction mixture was stirred for about 10 hours, after which the reaction mixture was allowed to reach room temperature and stirred for additional 10 hours. The solvent was removed using a rotary evaporator, and 5-norbornene-2-carboxylic acid was obtained by vacuum distillation. About 1 mole of 5-norbornene-2-carboxylic acid and about 1 mole of thionyl chloride were slowly combined and agitated in a bath. The remaining or unreacted thionyl chloride was removed and about 1 mole of triethylamine and 4-(2-hydroxyethyl)morpholine were added to the mixture. The reaction mixture was extracted with ethyl acetate. And the organic layer was separated, dried over anhydrous MgSO4, and concentrated to provide the title compound represented by formula 1a in 75% yield.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| 特許番号 | US06426171B1 |
|---|
| 出典データセット | uspto-grants-2002_07 |
|---|
| ORD ID | ord-9185b8156ab045b79e0345a1b34b3f05 |
|---|
| 出典メモ | uspto-grants-2002_07 |
|---|