Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
HRID 1528054생성일: 2026년 10월 25일
1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine) → 1-(3-tert-butoxy-4-nitrophenyl)-3,4-difluoro-1H-pyrrole
https://huagongshe.com/reaction/1528054
참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | 1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine) | HCID 636044 | — |
| 반응물 | 3,3,4,4-Tetrafluoropyrrolidine Hydrochloride | HCID 22645920 | — |
| 반응물 | Sodium t-butoxide | HCID 23676156 | — |
| 반응물 | 4-Bromo-2-tert-butoxy-1-nitrobenzene | HCID 46739497 | — |
| 촉매 | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| 용매 | Water | HCID 962 | — |
| 용매 | 1,4-Dioxane | HCID 31275 | — |
| 생성물 | 1-(3-tert-butoxy-4-nitrophenyl)-3,4-difluoro-1H-pyrrole | HCID 71272166 | 56.4% |
반응 단계
A suspension of 4-bromo-2-(tert-butoxy)-1-nitrobenzene (13.7 g), 3,3,4,4-tetrafluoropyrrolidine hydrochloride (9.87 g), Pd2(dba)3 (0.916 g), Xantphos (2.31 g) and sodium tert-butoxide (19.2 g) in 1,4-dioxane (150 mL) was stirred at 90° C. for 4 hr under an argon atmosphere. The reaction mixture was poured into water, and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (NH, hexane/ethyl acetate), and recrystallized from hexane/ethyl acetate to give the title compound (8.35 g).
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 특허 번호 | US09090586B2 |
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| 출처 데이터셋 | uspto-grants-2015_07 |
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| ORD ID | ord-ea487da9764f444eb70e0f1476b861fb |
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| 출처 메모 | uspto-grants-2015_07 |
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