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Isobutylamine → 4-[3-(Isobutylamino)-2-hydroxypropoxy]aniline
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Isobutylamine | HCID 6558 | — |
| 反応物 | 2-((4-Nitrophenoxy)methyl)oxirane | HCID 21327 | — |
| 反応物 | Ammonium formate | HCID 2723923 | — |
| 触媒 | Palladium | HCID 23938 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 生成物 | 4-[3-(Isobutylamino)-2-hydroxypropoxy]aniline | HCID 21300397 | 100% |
反応手順
Isobutylamine (5.1 ml, 51.2 mmol) was added to a solution of 4-(2,3-epoxypropoxy) nitrobenzene (obtained as described in Synthetic Communications, 1994, 24, 833; 1.0 g, 5.12 mmol) in THF (1 ml). The solution was heated under reflux for 3 hours and then volatile material was removed by evaporation. The residue was dissolved in methanol (5 ml) and 10% palladium on carbon (0.50 g) and ammonium formate (3.23 g, 51.2 mmol) were added. The mixture was heated under reflux for 3 hours and then filtered through diatomaceous earth. The filtrate was concentrated under reduced pressure to give the product as dark brown oil (1.22 g, 100%), which was used without further purification. MS (MH+): 238.9.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US06710052B2 |
| 出典データセット | uspto-grants-2004_03 |
| ORD ID | ord-5a8d3d0279e44f328d6d3749d18d24cf |
| 出典メモ | uspto-grants-2004_03 |