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HRID 2078487作成日:2026年10月27日

Edetate Trisodium → Racemic ethyl cis-3-acetoxymethyl-2,2-dimethylcyclopropanecarboxylate

https://huagongshe.com/reaction/2078487

反応式

関与物質

役割名称HCID仕込み量
反応物Edetate TrisodiumHCID 9008—
反応物Ethyl diazoacetateHCID 12192—
反応物Prenyl acetateHCID 14489—
反応物trans-BodyHCID 24978618—
触媒Rhodium triphenyl acetateHCID 71464060—
溶媒Ethyl AcetateHCID 8857—
生成物Racemic ethyl cis-3-acetoxymethyl-2,2-dimethylcyclopropanecarboxylateHCID 67120924—

反応条件

温度50 °C

反応手順

Rhodium triphenylacetate, 6.78 mg (0.01 mmol), was dissolved in 9.0 g of ethyl acetate, and 2.56 g (20.0 mmol) of 1-acetoxy-3-methyl-2-butene was added, then, the temperature thereof was raised to 50° C. Into this solution, a solution composed of 1.14 g (10.0 mmol) of ethyl diazoacetate and 3.6 g of ethyl acetate was dropped over a period of 2 hours, and the mixture was, thermally kept at the same temperature for 0.5 hours. To this solution was added an aqueous solution containing 0.5 mol of trisodium ethylenediaminetetraacetate per liter and the solution was mixed and separated, and a solution containing 1.82 g of ethyl 3-acetoxymethyl-2,2-dimethylcyclopropanecarboxylate was obtained (yield based on ethyl diazoacetate: 84.8%). The cis body/trans body ratio was 72/28.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US07928253B2
出典データセットuspto-grants-2011_04
ORD IDord-d0790c9840c94fa5bdb44412e7d5bb07
出典メモuspto-grants-2011_04