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HRID 231840作成日:2026年10月26日

3-(2,2-Dibromoethenyl)-2,2-dimethylcyclopropane-1-carbonyl chloride → 3-(2,2-Dibromoethenyl)-cyclopropane-carboxylate

https://huagongshe.com/reaction/231840

反応式

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 chlorideHCID 12940582—
反応物(RS) [1-(2-propynyl)-2-trifluoromethyl-(1H)-indol-3-yl]-ethanolHCID 88619781—
溶媒PyridineHCID 1049—
生成物3-(2,2-Dibromoethenyl)-cyclopropane-carboxylateHCID 20032126—
生成物Diisopropylether hexaneHCID 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

DOI10.6084/m9.figshare.5104873.v1
特許番号US04849443
出典データセットuspto-grants-1989_07
ORD IDord-0eb7d25190ac4e4fb8a88d52d2ed4394
出典メモuspto-grants-1989_07