Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
Methyl 4-Iodophenylacetate → Methyl [4-(8,8-dimethyl-5-oxo-5,6,7,8-tetrahydro-naphthalen-2-yl-ethynyl)-phenyl]-acetate
참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|---|---|---|
| 반응물 | Methyl 4-Iodophenylacetate | HCID 10378700 | — |
| 반응물 | 6-ethynyl-3,4-dihydro-4,4-dimethylnaphthalen-1(2H)-one | HCID 22568823 | — |
| 촉매 | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| 촉매 | HCID 178418476 | HCID 178418476 | — |
| 용매 | Triethylamine | HCID 8471 | — |
| 생성물 | Methyl [4-(8,8-dimethyl-5-oxo-5,6,7,8-tetrahydro-naphthalen-2-yl-ethynyl)-phenyl]-acetate | HCID 12971710 | 75.2% |
반응 단계
Using General Procedure F; 6-ethynyl-4,4-dimethyl-3,4-dihydro-2H-naphthalen-1-one (Intermediate 13, 190.0 mg, 0.96 mmol) and methyl-4-iodophenyl)-acetate (Reagent B, 245.0 mg, 0.96 mmol) in triethyl amine (8 mL) was treated with copper(I)iodide (46 mg, 0.24 mmol) and sparged with argon for 15 minutes. Dichlorobis(triphenylphosphine)palladium(II) (168 mg, 0.24 mmol) was added and the reaction mixture was stirred overnight at room temperature. Column chromatography (10-20% EtOAc—hexanes) afforded 250.0 mg (75%) of the title compound as a pale-yellow solid.
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 특허 번호 | US06855512B2 |
| 출처 데이터셋 | uspto-grants-2005_02 |
| ORD ID | ord-01ec60cbc0e14b8ea2af3556f1d3d188 |
| 출처 메모 | uspto-grants-2005_02 |