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3-(2,2-Dibromoethenyl)-2,2-dimethylcyclopropane-1-carbonyl chloride → 3-(2,2-Dibromoethenyl)-cyclopropane-carboxylate
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | 3-(2,2-Dibromoethenyl)-2,2-dimethylcyclopropane-1-carbonyl chloride | HCID 12940582 | — |
| 反応物 | (RS) [1-(2-propynyl)-2-trifluoromethyl-(1H)-indol-3-yl]-ethanol | HCID 88619781 | — |
| 溶媒 | Pyridine | HCID 1049 | — |
| 生成物 | 3-(2,2-Dibromoethenyl)-cyclopropane-carboxylate | HCID 20032126 | — |
| 生成物 | Diisopropylether hexane | HCID 21881879 | — |
反応手順
0.82 g of 1 (RS) [1-(2-propynyl)-2-trifluoromethyl-(1H)-indol-3-yl]-ethanol and 20 ml of 3-(2,2-dibromoethenyl)-2,2-dimethyl-cyclopropane-carboxylic acid chloride were mixed together at ambient temperature under an inert atmosphere, and 0.3 ml of pyridine were added. After stirring for 18 hours, the solvents were evaporated under reduced pressure to obtain 3.15 g of crude product which was purified by chromatography over silica (eluent: hexane-ethyl acetate 9-1 then hexane-isopropyl ether 9-1) to obtain 1(RS) [1-(2-propynyl)-2-trifluoromethyl-)1H)-indol-3-yl]-ethyl 1R,cis 2,2-dimethyl [3-(2,2-dibromoethenyl)-cyclopropane-carboxylate with a specific rotation of [α]D20 =-30.5°±1.6° (c=0.6% in toluene).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US04849443 |
| 出典データセット | uspto-grants-1989_07 |
| ORD ID | ord-0eb7d25190ac4e4fb8a88d52d2ed4394 |
| 出典メモ | uspto-grants-1989_07 |