Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
2,6-Di-tert-butyl-4-methylphenol → tert-Butyl [3-(4-cyano-2-cyclopropyl-5-methyl-6-phenyl-1,3-benzoxazol-7-yl)cyclopent-2-enyl]carbamate
참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|---|---|---|
| 반응물 | 2,6-Di-tert-butyl-4-methylphenol | HCID 31404 | — |
| 반응물 | Tert-butyl (3-tri-n-butylstannylcyclopent-2-enyl)carbamate | HCID 15630117 | — |
| 반응물 | 7-Bromo-2-cyclopropyl-5-methyl-6-phenyl-1,3-benzoxazole-4-carbonitrile | HCID 68585269 | — |
| 촉매 | HCID 178418476 | HCID 178418476 | — |
| 용매 | 1,4-Dioxane | HCID 31275 | — |
| 생성물 | tert-Butyl [3-(4-cyano-2-cyclopropyl-5-methyl-6-phenyl-1,3-benzoxazol-7-yl)cyclopent-2-enyl]carbamate | HCID 86630817 | 75.8% |
반응 단계
A 1,4-dioxane (6 ml) solution of 7-bromo-2-cyclopropyl-5-methyl-6-phenyl-1,3-benzoxazole-4-carbonitrile (I-46) (89 mg, 0.252 mmol), 1-(N-tert-butoxycarbonylamino)-3-tri-n-butylstannyl-2-cyclopentene (143 mg, 0.302 mmol), bis(triphenylphosphine)palladium(II) chloride (8.8 mg, 0.0126 mmol), 2,6-di-tert-butyl-p-cresol (5.6 mg, 0.0252 mmol) was refluxed overnight. After cooling, the reaction liquid was concentrated under reduced pressure, the residue was purified by silica gel column chromatography (n-hexane:ethyl acetate=10:1→8:1→5:1) to obtain the entitled compound (87 mg, 75%) as a pale brown solid.
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 특허 번호 | US07737166B2 |
| 출처 데이터셋 | uspto-grants-2010_06 |
| ORD ID | ord-3a82d942589f41e3916fd6f225c1caf5 |
| 출처 메모 | uspto-grants-2010_06 |