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Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
HRID 1418639생성일: 2026년 10월 24일

Potassium Carbonate → 12-(2,2-dimethyl-1,3-dioxolan-4-ylmethyl)-6,7,12,13-tetrahydro-6-methyl-5,7-dioxo-5H-indolo[2,3-a]pyrrolo-[3,4-c]carbazole

https://huagongshe.com/ko/reaction/1418639

반응식

참여 물질

역할이름HCID투입량
반응물Potassium CarbonateHCID 11430—
반응물Potassium HydroxideHCID 14797—
반응물18-Crown-6HCID 28557—
반응물2,2-Dimethyl-1,3-dioxolan-4-ylmethyl p-toluenesulfonateHCID 235097—
반응물12-(2-Cyanoethyl)-6,7,12,13-tetrahydro-6-methyl-5,7-dioxo-5H-indolo[2,3-a]pyrrolo[3,4-c]carbazoleHCID 21216842—
반응물Acetone diisopropyl etherHCID 22221350—
용매TolueneHCID 1140—
생성물12-(2,2-dimethyl-1,3-dioxolan-4-ylmethyl)-6,7,12,13-tetrahydro-6-methyl-5,7-dioxo-5H-indolo[2,3-a]pyrrolo-[3,4-c]carbazoleHCID 21216860—

반응 단계

12-(2,2-Dimethyl-1,3-dioxolan-4-ylmethyl)-6,7,12,13-tetrahydro-6-methyl-5,7-dioxo-5H-indolo-[2,3-a]pyrrolo[3,4-c]carbazole is prepared in the following manner: 3g (8.84 mmol) 6,7,12,13-Tetrahydro-6-methyl-5,1-dioxo-5H-indolo[2,3-a]pyrrolo[3,4-c]carbazole (precursor for Example 5) are stirred for 2 hours at 20° C. with 595 mg (9 mmol) powdered potassium hydroxide, 620 mg (4.5 mmol) potassium carbonate and 300 mg (1.1 mmol) 18-crown-6 in 200 ml toluene under an atmosphere of nitrogen. Subsequently, 2.6 g (9 mmol) 2,2-dimethyl-4-(4-methylphenylsulphonyloxymethyl)-1,3-dioxolan (see Biochemistry, 1971, 10, 3204) are added thereto and the reaction mixture is heated under reflux for 16 hours. After cooling, the reaction mixture is evaporated in a vacuum and the residue is taken up in ethyl acetate and water. The ethyl acetate solution is separated off, washed with water, dried over anhydrous sodium sulphate, filtered and evaporated. The residue is chromatographed on silica gel with toluene/acetone (9:1 v/v), the fraction with the Rf 0.65 in toluene/acetone (3:1 v/v) is isolated, stirred with 20 ml diisopropyl ether/acetone (4:1 v/v) and the yellow crystals formed of 12-(2,2-dimethyl-1,3-dioxolan-4-ylmethyl)-6,7,12,13-tetrahydro-6-methyl-5,7-dioxo-5H-indolo[2,3-a]pyrrolo-[3,4-c]carbazole filtered off.

출처 및 근거

DOI10.6084/m9.figshare.5104873.v1
특허 번호US05883114
출처 데이터셋uspto-grants-1999_03
ORD IDord-1cd041c7f0dd4394ad0ad5ba3f1103cd
출처 메모uspto-grants-1999_03