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Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
HRID 1026632생성일: 2026년 10월 26일

Potassium Carbonate → cis-2-benzyl-6-cyclopropyl-3a-methyl-2,3,3a,4,5,9b-hexahydro-1H-benzo[e]isoindole

https://huagongshe.com/reaction/1026632

반응식

참여 물질

역할이름HCID투입량
반응물Potassium CarbonateHCID 11430—
반응물Cyclopropylboronic acidHCID 2760897—
반응물cis-2-benzyl-6-bromo-3a-methyl-2,3,3a,4,5,9b-hexahydro-1H-benzo[e]isoindoleHCID 70664398—
촉매Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+)HCID 178418228—
용매WaterHCID 962—
용매DichloromethaneHCID 6344—
용매1,4-DioxaneHCID 31275—
생성물cis-2-benzyl-6-cyclopropyl-3a-methyl-2,3,3a,4,5,9b-hexahydro-1H-benzo[e]isoindoleHCID 7066453656.1%

반응 단계

cis-2-Benzyl-6-bromo-3a-methyl-2,3,3a,4,5,9b-hexahydro-1H-benzo[e]isoindole (0.421 mmol, 150 mg) was dissolved in dioxane (2 ml) and water (0.7 ml). Cyclopropylboronic acid (0.631 mmol, 54.2 mg), 1,1′-bis(diphenylphosphino)ferrocenedichloropalladium(II) (0.021 mmol, 15.40 mg) and potassium carbonate (0.631 mmol, 87 mg) were added and the reaction mixture was irradiated at 160° C. in a microwave reactor for 30 minutes. The reaction mixture was diluted with DCM and water. The phases were separated and DCM extract was concentrated in vacuo to give a crude residue that was purified by silica column chromatography (eluting with 10% EtOAc in heptane) to afford cis-2-benzyl-6-cyclopropyl-3a-methyl-2,3,3a,4,5,9b-hexahydro-1H-benzo[e]isoindole (75 mg), m/z: 318.2 [M+H]+.

출처 및 근거

DOI10.6084/m9.figshare.5104873.v1
특허 번호US08729274B2
출처 데이터셋uspto-grants-2014_05
ORD IDord-9d6c2a1e31714e2bb438602c833072e3
출처 메모uspto-grants-2014_05