Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
Triphenylphosphine → 3,4-dihydro-6-methylnaphthalen-1(2H)-one
참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|---|---|---|
| 반응물 | Triphenylphosphine | HCID 11776 | — |
| 반응물 | Potassium Phosphate, Tribasic | HCID 62657 | — |
| 반응물 | Methylboronic Acid | HCID 139377 | — |
| 반응물 | 6-Bromo-1-tetralone | HCID 10105069 | — |
| 촉매 | palladium(II) acetate | HCID 167845 | — |
| 용매 | Tetrahydrofuran | HCID 8028 | — |
| 생성물 | 3,4-dihydro-6-methylnaphthalen-1(2H)-one | HCID 162620 | 88% |
반응 단계
A solution of 19 (1.4 g, 6.1 mmol), methyl boronic acid (0.6 g, 9.3 mmol), Pd(OAc)2 (0.07 g, 0.31 mmol), PPh3 (0.16 g, 0.61 mmol), and K3PO4 (5.2 g, 24 mmol) in dry THF were stirred at reflux under N2 atm overnight. After cooling at room temperature, crude was filtered through celite, concentrated by rotary evaporation, and purified by column chromatography to give 6-methyl-3,4-dihydronaphthalen-1(2H)-one (20) (88%). 1H NMR (600 MHz, CDCl3) δ 7.93 (d, J=12.0 Hz, 1H), 7.11 (d, J=12.0 Hz, 1H), 7.06 (s, 1H), 2.92 (t, J=6.0 Hz, 2H), 2.63 (t, J=12.0 Hz, 2H), 2.37 (s, 3H), 2.13-2.10 (m, 2H). GC-MS (ES) for C11H12O [M]+ 160.
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 특허 번호 | US09382245B2 |
| 출처 데이터셋 | uspto-grants-2016_07 |
| ORD ID | ord-d605d5ded35a41ffab5dceefbd1d25c7 |
| 출처 메모 | uspto-grants-2016_07 |