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Hexamethylenetetramine → 3,4-Dihydro-6,7-dimethoxyisoquinoline
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Hexamethylenetetramine | HCID 4101 | — |
| 反応物 | Homoveratrylamine | HCID 8421 | — |
| 反応物 | Trifluoroacetic acid acetate | HCID 23437676 | — |
| 溶媒 | Water | HCID 962 | — |
| 生成物 | 3,4-Dihydro-6,7-dimethoxyisoquinoline | HCID 30058 | 95% |
反応手順
Acetic acid/trifluoroacetic acid (100 mL) was added to a solution of 2-(3,4-dimethoxyphenyl)ethanamine (20 g, 110.38 mmol, 1.00 equiv) and hexamethylenetetramine (31 g, 221.11 mmol, 2.00 equiv). The resulting solution was heated at reflux for about 5 hours in an oil bath. After adding water (100 mL), the solution was extracted with dichloromethane (3×200 mL), and the organic layers were combined and dried over anhydrous sodium sulfate. Solids were removed by filtration, and the resulting filtrate was concentrated in vacuo to give the title product as a yellow oil (20 g, yield=95%). LC-MS: m/z=192 (MH)+.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08524733B2 |
| 出典データセット | uspto-grants-2013_09 |
| ORD ID | ord-ee60041f966b45bd8141886f41499c14 |
| 出典メモ | uspto-grants-2013_09 |