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香草乙酮 → (Z)-1-[4-[(4-chloro-2-butenyl)oxy]-3-methoxyphenyl]ethanone
参与物
| 角色 | 名称 | HCID | 投料 |
|---|---|---|---|
| 反应物 | 香草乙酮 | HCID 2214 | — |
| 反应物 | 碳酸钾 | HCID 11430 | — |
| 反应物 | 顺式-1,4-二氯-2-丁烯 | HCID 6432115 | — |
| 溶剂 | 乙腈 | HCID 6342 | — |
| 产物 | (Z)-1-[4-[(4-chloro-2-butenyl)oxy]-3-methoxyphenyl]ethanone | HCID 57454977 | 106.8% |
反应步骤
A stirred mixture of 4-hydroxy-3-methoxyacetophenone (16.6 g, 10 mmole), K2CO3 (14 g, 100 mmol) and cis-1,4-dichloro-2-butene (Aldrich, 15 g, 120 mmol) in acetonitrile (250 ml) was heated at reflux for 2.5 hours. The mixture was filtered and concentrated to an oil. Purification was by flash chromatography. The fractions containing the purest product were combined and concentrated to give white crystals, 7.7 g, 30%. This was recrystallized from ether to give analytical pure (Z)-1-[4-[(4-chloro-2-butenyl)oxy]-3-methoxyphenyl]ethanone (2.72 g), m.p.=64°-66° C.
来源与证据
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 专利号 | US05593995 |
| 来源数据集 | uspto-grants-1997_01 |
| ORD ID | ord-fac6527b0e9f438783785bf2db2277cb |
| 来源说明 | uspto-grants-1997_01 |