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Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
HRID 846530생성일: 2026년 10월 25일

Ethyl Acetate → cis 3a,4,5,7a-tetrahydro-2(3H)-benzofuranone

https://huagongshe.com/reaction/846530

반응식

참여 물질

역할이름HCID투입량
반응물Ethyl AcetateHCID 8857—
반응물Aluminum isopropoxideHCID 11143—
반응물Ethyl (2-oxo-cyclohex-3-enyl)acetateHCID 13834278—
반응물Sodium 3-carboxy-2,3-dihydroxypropanoateHCID 23690454—
용매TolueneHCID 1140—
생성물cis 3a,4,5,7a-tetrahydro-2(3H)-benzofuranoneHCID 1120578386%

반응 조건

온도90 °C

반응 단계

To a solution of 13.5 g (66.0 mmoles) of aluminum isopropoxide in 100 ml of toluene was added 2.0 g (11.0 mmoles) of 6-(carbethoxymethyl)-2-cyclohexen-1-one at room temperature, and the solution was heated to 90° C. for 18 hours. The solution was cooled to room temperature, and aqueous saturated sodium hydrogen tartrate and ethyl acetate were added. The aqueous layer was extracted with ethyl acetate, and the combined ethyl acetate extracts were dried over anhydrous magnesium sulfate and evaporated under reduced pressure. The crude material was purified by Kugelrohr distillation (bp 40°-80° C./0.01 mm Hg) to yield 1.3 g (86%) of cis 3a,4,5,7a-tetrahydro-2(3H)-benzofuranone, as confirmed by NMR and IR data.

출처 및 근거

DOI10.6084/m9.figshare.5104873.v1
특허 번호US05137035
출처 데이터셋uspto-grants-1992_08
ORD IDord-b2d6c0049ace41d3a351d491dc0f1323
출처 메모uspto-grants-1992_08