Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
Toluene → 2-Chloro-6-(2-oxopropyl)-isonicotinic acid methyl ester
참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|---|---|---|
| 반응물 | Toluene | HCID 1140 | — |
| 반응물 | Isopropenyl acetate | HCID 7916 | — |
| 반응물 | Methyl 2,6-dichloroisonicotinate | HCID 93237 | — |
| 반응물 | Methoxytri-n-butylstannane | HCID 11964040 | — |
| 촉매 | Bis(tri-o-tolylphosphine)palladium(II) Dichloride | HCID 10876480 | — |
| 용매 | Diethyl Ether | HCID 3283 | — |
| 생성물 | 2-Chloro-6-(2-oxopropyl)-isonicotinic acid methyl ester | HCID 86081356 | 29% |
반응 단계
Add methyl 2,6-dichloroisonicotinate (3.0 g, 15.0 mmol), trans-dichlorobis(tri-o-tolylphosphine)palladium (II) (196 mg, 0.25 mmol), tributyltin methoxide (2.4 g, 7.5 mmol) and toluene (20 mL) in a previously nitrogen filled sealed vessel. Flush the reactants with nitrogen again. Add isopropenyl acetate (0.85 mL, 7.75 mmol) under nitrogen and heat the sealed mixture at 100° C. overnight with vigorous stirring. Cool the reaction to room temperature, dilute with diethyl ether and filter through a filtering agent. Concentrate and purify (silica gel chromatography, eluting with 0:100 to 20:80 ethyl acetate:hexanes) to give the title compound (29%).
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 특허 번호 | US07585885B2 |
| 출처 데이터셋 | uspto-grants-2009_09 |
| ORD ID | ord-6cafdc01f40e4a8093bd56662c23170e |
| 출처 메모 | uspto-grants-2009_09 |