Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
Triethylamine → Ethyl 5-((trimethylsilyl)ethynyl)nicotinate
참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|---|---|---|
| 반응물 | Triethylamine | HCID 8471 | — |
| 반응물 | Trimethylsilylacetylene | HCID 66111 | — |
| 반응물 | Ethyl 5-bromopyridine-3-carboxylate | HCID 140785 | — |
| 촉매 | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| 촉매 | HCID 178419050 | HCID 178419050 | — |
| 용매 | Ethyl Acetate | HCID 8857 | — |
| 생성물 | Ethyl 5-((trimethylsilyl)ethynyl)nicotinate | HCID 67047749 | 86% |
반응 단계
A solution of ethyl-5-bromonicotinate (30 g, 130.40 mmol), triethylamine (78 mL) and ethyl acetate (130 mL) is degassed for 15 min. Add trimethylsilylacetylene (88.46 mL, 625.92 mmol), bis(triphenylphosphine)palladium (II) dichloride (4.57 g, 6.52 mmol) and copper (I) iodide (0.25 g, 1.30 mmol) and stir at 50° C. under-nitrogen for 16 h. Cool to room temperature, filter through diatomaceous earth, wash with ethyl acetate, and concentrate. Purify the residue by silica gel chromatography, eluting with 10:1 hexanes:ethyl acetate, to give the title compound (27.7 g, 86%).
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 특허 번호 | US07915424B2 |
| 출처 데이터셋 | uspto-grants-2011_03 |
| ORD ID | ord-6b54da0751cb4c979b9b53d0c5f2c2c5 |
| 출처 메모 | uspto-grants-2011_03 |