Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
HRID 79174생성일: 2026년 10월 23일
1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine) → 5-(4-((t-Butyldimethylsilyloxy)methyl)piperidin-1-yl)-2-chloropyridine
https://huagongshe.com/ko/reaction/79174
참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | 1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine) | HCID 636044 | — |
| 반응물 | 5-Bromo-2-chloropyridine | HCID 2734414 | — |
| 반응물 | Sodium t-butoxide | HCID 23676156 | — |
| 반응물 | 4-{[(Tert-butyldimethylsilyl)oxy]methyl}piperidine | HCID 67021994 | — |
| 촉매 | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| 용매 | Ethyl Acetate | HCID 8857 | — |
| 용매 | 1,4-Dioxane | HCID 31275 | — |
| 생성물 | 5-(4-((t-Butyldimethylsilyloxy)methyl)piperidin-1-yl)-2-chloropyridine | HCID 58299561 | 9% |
반응 단계
5-Bromo-2-chloropyridine (1.00 g, 5.20 mmol), 4-((t-butyldimethylsilyloxy)-methyl)piperidine (284), (1.19 g, 5.20 mmol), tris(dibenzylideneacetone)dipalladium (0) (0.0952 g, 0.104 mmol), 4,5-bis(diphenylphosphino)-9,9-dimethyl-9H-xanthene (0.180 g, 0.312 mmol), and sodium t-butoxide (0.749 g, 7.79 mmol) were dissolved in 40 mL dioxane under argon. The reaction was heated at 80° C. for 17 hours. The resulting solution was cooled an taken up in ethyl acetate (125 mL) and washed with aqueous K2CO3, (10%, 100 mL) water (100 mLl), and brine (100 mL). The organic phase was dried (MgSO4) and evaporated to give an orange oil. Silica gel chromatography (gradient elution hexanes/0-10% ethyl acetate) afforded compound 281 as a white solid (158 mg, 9%).
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 특허 번호 | US08841312B2 |
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| 출처 데이터셋 | uspto-grants-2014_09 |
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| ORD ID | ord-3e70ebf4908c4062bfabef48501f60d9 |
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| 출처 메모 | uspto-grants-2014_09 |
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