참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | Diethylamine | HCID 8021 | — |
| 반응물 | Trimethylsilylacetylene | HCID 66111 | — |
| 반응물 | Tetrabutylammonium Fluoride | HCID 2724141 | — |
| 반응물 | (2-Phenyl4bromobenzoyl)-methionine methyl ester | HCID 20622824 | — |
| 촉매 | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| 촉매 | Palladium(2+) acetate--triphenylphosphane (1/2/2) | HCID 84538 | — |
| 용매 | Toluene | HCID 1140 | — |
| 용매 | Diethyl Ether | HCID 3283 | — |
| 생성물 | (4-Ethynyl-2-phenylbenzoyl)methionine methyl ester | HCID 54338681 | — |
반응 단계
A mixture of (2-phenyl-4-bromobenzoyl)-methionine methyl ester (100 mmol), diethylamine (300 mmol), trimethylsilylacetylene (110 mmol), bis(triphenylphosphine) palladium diacetate (5 mmol) and copper(I) iodide (3 mmol) in toluene is heated at 60° C. until TLC analysis indicates the starting methyl ester has disappeared. The reaction mixture is concentrated in vacuo, redissolved in ether, filtered through silica gel, and concentrated. The residue is then dissolved in THF, and is treated with tetrabutylammonium fluoride (120 mmol). After TLC analysis indicates that no starting material is left, the reaction mixture is diluted with ether, washed with water and brine, dried over anhydrous magnesium sulfate, filtered, and concentrated in vacuo. The residue is then purified with column chromatography on silica gel to give the title product.
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 특허 번호 | US06221865B1 |
|---|
| 출처 데이터셋 | uspto-grants-2001_04 |
|---|
| ORD ID | ord-b1295a32a5004ca08bcd2230412b11eb |
|---|
| 출처 메모 | uspto-grants-2001_04 |
|---|
