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Hexadecanedioic acid → N-(15-carboxypentadecanoyloxy)phthalimide
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Hexadecanedioic acid | HCID 10459 | — |
| 反応物 | N-Hydroxyphthalimide | HCID 10665 | — |
| 反応物 | Dicyclohexylcarbodiimide | HCID 10868 | — |
| 触媒 | N,N-dimethylpyridin-4-amine Hydrochloride | HCID 11789490 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 生成物 | N-(15-carboxypentadecanoyloxy)phthalimide | HCID 21832397 | 41.1% |
反応手順
In 15 ml of anhydrous tetrahydrufuran 1,16-hexadecanedioic acid (500 mg, 1.75 mmoles) was dissolved. To the obtained solution, were added a solution of N-hydroxyphthalimide (285 mg, 1.75 mmoles) in 10 ml of anhydrous tetrahydrofuran and N,N-dimethylaminopyridine hydrochloride (1.4 mg) and the mixture was stirred for 30 minutes. To the mixture was added a solution of DCC (361 mg, 1.75 mmoles) in 3 ml of anhydrous tetrahydrofuran and the resulting mixture was stirred overnight. The reaction mixture was filtered and the filtrate was concentrated under reduced pressure. The residue was separated and purified by silica gel chromatography, to give N-(15-carboxypentadecanoyloxy)phthalimide (310 mg, 41%) having the following properties.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US05414089 |
| 出典データセット | uspto-grants-1995_05 |
| ORD ID | ord-fa265d4281a24f07943ea5c5d3feef24 |
| 出典メモ | uspto-grants-1995_05 |