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Isopropanol → Benzene, 1,2-dimethoxy-4-(2-nitroethyl)-
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Isopropanol | HCID 3776 | — |
| 反応物 | 3,4-Dimethoxy-beta-nitrostyrene | HCID 222093 | — |
| 反応物 | Sodium borohydride | HCID 4311764 | — |
| 溶媒 | Dichloromethane | HCID 6344 | — |
| 生成物 | Benzene, 1,2-dimethoxy-4-(2-nitroethyl)- | HCID 10036050 | — |
反応手順
The nitrostyrene derivative (3) is then cooled to about -10°-10° C., treated with silica gel, and reduced using 1.5-4 equivalents of a boron-based reducing agent, e.g., sodium borohydride, with 2-propanol and an inert solvent, e.g., CH2Cl2, at -10°-10° C. for 20-60 minutes to produce a nitrophenylethane derivative of formula 4 (step 2). For example, 3,4-dimethoxy-β-nitrostyrene (3) is treated with 2-propanol and SiO2 in CH2Cl2 at 0°-10° C. for 20 minutes, followed by reduction with 1.5 eq NaBH4 at 5° C. for 30 minutes to yield 2-(3,4-dimethoxyphenyl)nitroethane (4).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US04613606 |
| 出典データセット | uspto-grants-1986_09 |
| ORD ID | ord-bd801b358ea64efea972f6bb1885035d |
| 出典メモ | uspto-grants-1986_09 |