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Acetic Acid → 1-Butoxy-4-(2-nitro-ethyl)-benzene
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Acetic Acid | HCID 176 | — |
| 反応物 | Sodium borohydride | HCID 4311764 | — |
| 反応物 | 1-Butoxy-4-((E)-2-nitro-vinyl)-benzene | HCID 6267903 | — |
| 溶媒 | Dimethyl Sulfoxide | HCID 679 | — |
| 生成物 | 1-Butoxy-4-(2-nitro-ethyl)-benzene | HCID 59255485 | 76.2% |
反応手順
To an acetic acid (4.4 mL) and dimethyl sulfoxide (75 mL) solution of 1-butoxy-4-((E)-2-nitro-vinyl)-benzene (4.44 g, 20.1 mmol) described in Manufacturing Example 67-1-2 was added sodium borohydride (1.22 g, 32.2 mmol) at room temperature while cooling appropriately. This mixture was stirred for 4 hours at room temperature. The mixture was partitioned into ethyl acetate and water. The organic layer was separated, washed with water, dried over anhydrous magnesium sulfate, and filtered. The filtrate was concentrated under a reduced pressure, and the residue was purified by silica gel column chromatography (heptane:ethyl acetate=10:1) to obtain the title compound (3.42 g, 76%).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08153662B2 |
| 出典データセット | uspto-grants-2012_04 |
| ORD ID | ord-95a6de2f21b34ef2b4093ca82bbfea83 |
| 出典メモ | uspto-grants-2012_04 |