참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | Edetate Trisodium | HCID 9008 | — |
| 반응물 | Ethyl diazoacetate | HCID 12192 | — |
| 반응물 | Prenyl acetate | HCID 14489 | — |
| 반응물 | trans-Body | HCID 24978618 | — |
| 촉매 | Rhodium triphenyl acetate | HCID 71464060 | — |
| 용매 | Ethyl Acetate | HCID 8857 | — |
| 생성물 | Racemic ethyl cis-3-acetoxymethyl-2,2-dimethylcyclopropanecarboxylate | HCID 67120924 | — |
반응 단계
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.
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 특허 번호 | US07928253B2 |
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| 출처 데이터셋 | uspto-grants-2011_04 |
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| ORD ID | ord-d0790c9840c94fa5bdb44412e7d5bb07 |
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| 출처 메모 | uspto-grants-2011_04 |
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